Product Name

  • Name

    (R)-(+)-1-Phenylethylamine

  • EINECS 223-423-4
  • CAS No. 3886-69-9
  • Article Data244
  • CAS DataBase
  • Density 0.956 g/cm3
  • Solubility water: 40 g/L (20 °C)
  • Melting Point -10 °C
  • Formula C8H11N
  • Boiling Point 183 °C at 760 mmHg
  • Molecular Weight 121.182
  • Flash Point 75.8 °C
  • Transport Information UN 2735 8/PG 2
  • Appearance Colorless to light yellow liqui
  • Safety 26-28-36/37/39-45-27
  • Risk Codes 21/22-34
  • Molecular Structure Molecular Structure of 3886-69-9 ((R)-(+)-1-Phenylethylamine)
  • Hazard Symbols CorrosiveC
  • Synonyms D-(+)-1-Phenylethylamine;D-1-Phenylethylamine;D-a-Phenethylamine;Benzenemethanamine,a-methyl-, (R)-;(+)-(R)-1-Phenethylamine;(+)-a-Methylbenzenemethanamine;(+)-a-Phenethylamine;(1R)-1-Phenyl-1-ethanamine;(1R)-1-Phenylethylamine;(1R)-Phenylethylamine;(R)-(+)-1-Phenylethylamine;(R)-Phenethylamine;(R)-a-Aminoethylbenzene;(R)-a-Methylbenzenemethanamine;(R)-a-Phenethylamine;
  • PSA 26.02000
  • LogP 2.40660

Synthetic route

methanol
67-56-1

methanol

A

(S)-methyl 2-(2-oxopyrrolidin-1-yl)-2-butanoate
358629-51-3

(S)-methyl 2-(2-oxopyrrolidin-1-yl)-2-butanoate

B

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (-)-(S)-alpha-ethyl-2-oxo-1-pyrrolidineacet-N-(+)-(R)-(1-phenylethyl)-amide With sulfonic acid type-ion exchange resin; water In toluene for 6h; not specified; Heating / reflux;
Stage #2: methanol With sulfonic acid type-ion exchange resin In water; toluene at 60℃; for 3h;
A 100%
B n/a
(S)-(1-chloroethyl)benzene
3756-41-0

(S)-(1-chloroethyl)benzene

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With ammonia at 25℃; optical yield given as %ee;100%
(S)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

(S)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

A

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

B

(S)‐1,4‐benzodioxane‐2‐carboxylic acid
70918-54-6

(S)‐1,4‐benzodioxane‐2‐carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 90℃;A 100%
B 100%
(R)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

(R)-N-((R)-1-phenylethyl)-2,3-dihydrobenzo [b][1,4]dioxine-2-carboxamide

A

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

B

(+)-(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid
70918-53-5

(+)-(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 90℃;A 100%
B 100%
C12H17NOS
842121-02-2

C12H17NOS

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: C12H17NOS With [RhCl2(p-cymene)]2; potassium tert-butylate; (1S,2R)-1-amino-2-indanol In isopropyl alcohol at 40℃; for 2h; Molecular sieve;
Stage #2: With hydrogenchloride In methanol optical yield given as %ee; stereoselective reaction;
99%
(R)-2-methyl-N-(1-phenylethyl)propane-2-sulfonamide

(R)-2-methyl-N-(1-phenylethyl)propane-2-sulfonamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With aluminum (III) chloride; methoxybenzene In dichloromethane at 30℃; for 2h;98.4%
With aluminum (III) chloride; methoxybenzene In dichloromethane at 20℃; for 2h; Inert atmosphere; enantioselective reaction;95%
N-[(R)-(+)-1-phenylethyl]decanamide
933057-19-3

N-[(R)-(+)-1-phenylethyl]decanamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With Candida antarctica lipase B In phosphate buffer at 70℃; for 48h; pH=7;98%
N-acetyl-1-phenylethylamine
36283-44-0

N-acetyl-1-phenylethylamine

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: N-acetyl-1-phenylethylamine With hydrogenchloride; methanol; water at 80℃; for 15h;
Stage #2: With water; sodium hydroxide
98%
(SS,R)-N-(tert-butanesulfinyl) 1-phenylethylamine

(SS,R)-N-(tert-butanesulfinyl) 1-phenylethylamine

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With hydrogenchloride; D-sorbitol; choline chloride In water at 25℃; for 3h;98%
acetophenone
98-86-2

acetophenone

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With Candida boidinii formate dehydrogenase; Geobacillus stearothermophilus ε‐deaminating L‐lysine dehydrogenase variant 22; nicotinamide adenine dinucleotide In aq. buffer at 50℃; for 48h; pH=8.5; Reagent/catalyst; Enzymatic reaction;97%
With glucose dehydrogenase; sodium hydroxide; D-Alanine; ATA-117 transaminase; NADH; 2,3,4,5,6-pentahydroxy-hexanal; pyridoxal 5'-phosphate; lactate dehydrogenase at 30℃; for 10h; pH=7.5; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;96%
With Ru(2+)*2C2H3O2(1-)*C77H108O6P2; hydrogen; sodium acetate In 2,2,2-trifluoroethanol at 100℃; under 42754.3 Torr; for 24h; Autoclave; enantioselective reaction;96%
(R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide
212378-97-7

(R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol In isopropyl alcohol at 50℃; for 2h; Molecular sieve;
Stage #2: With hydrogenchloride In methanol optical yield given as %ee; diastereoselective reaction;
97%
Stage #1: (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide With [RhCl2(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol at 50℃; for 0.5h; Inert atmosphere; Microwave irradiation; Molecular sieve;
Stage #2: With hydrogenchloride In methanol at 20℃; Catalytic behavior; Temperature; Inert atmosphere; enantioselective reaction;
95%
Multi-step reaction with 2 steps
1: [RhCl2(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol / 2 h / 50 °C / Inert atmosphere; Molecular sieve
2: hydrogenchloride / methanol / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 2-Amino-2-methyl-1-propanol; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 / isopropyl alcohol / 0.25 h / 50 °C / Inert atmosphere; Molecular sieve
1.2: 2 h / 50 °C / Inert atmosphere; Molecular sieve
2.1: hydrogenchloride / methanol; diethyl ether / 3 h / 0 - 20 °C / Inert atmosphere
View Scheme
(R(S),R)-(-)-2-<1-(tert-Butylcarbonylamino)ethyl>-N-(1-phenylethyl)benzenesulfinamide

(R(S),R)-(-)-2-<1-(tert-Butylcarbonylamino)ethyl>-N-(1-phenylethyl)benzenesulfinamide

A

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

B

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

C

(R)-(-)-o-(1-pivaloylaminoethyl)benzene sulfinic acid
130973-54-5

(R)-(-)-o-(1-pivaloylaminoethyl)benzene sulfinic acid

Conditions
ConditionsYield
With trifluoroacetic acid In methanol Yields of byproduct given;A n/a
B n/a
C 96%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With nickel at 110℃; for 1h; Reagent/catalyst; Inert atmosphere;94%
With ωTA ATA-117 102907WW; Vibrio fluvialis Vf-ωTA 2100208MW; pyridoxal 5'-phosphate; pentan-3-one at 30℃; for 24h; pH=7; aq. phosphate buffer; Enzymatic reaction;
With hydrogen In toluene at 70℃; for 35h; chemoselective reaction;
C5H9NO4*(x)C8H11N

C5H9NO4*(x)C8H11N

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With sodium hydroxide In water pH=11;94%
C6H12O7*(x)C8H11N

C6H12O7*(x)C8H11N

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With sodium hydroxide In water pH=11;93.3%
(R)-2-methoxy-N-(1-phenylethyl)acetamide
162929-44-4

(R)-2-methoxy-N-(1-phenylethyl)acetamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With sodium hydroxide; triethanolamine In water at 120℃; for 6h; optical yield given as %ee;93%
(RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide
247236-71-1

(RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; methanol at 25℃; for 0.5h; Inert atmosphere;92%
With hydrogenchloride In methanol; diethyl ether at 0 - 20℃; for 3h; Inert atmosphere;88%
Stage #1: (RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide With thionyl chloride In methanol at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water Inert atmosphere;
Stage #3: With ammonia; ammonium chloride In water Inert atmosphere; optical yield given as %ee; enantioselective reaction;
Stage #1: (RS)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide With hydrogenchloride In methanol at 20℃;
Stage #2: With ammonia; ammonium chloride In water
ethanone-1-phenyl-O-(phenylmethyl)oxime
28570-76-5

ethanone-1-phenyl-O-(phenylmethyl)oxime

A

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

B

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With sodium tetrahydroborate; (S)-valinol; zirconium(IV) chloride In tetrahydrofuran Ambient temperature; Title compound not separated from byproducts;A 91%
B n/a
(2S)-2-phenyl-2-({[(1R)-1-phenylethyl]amino}oxy)ethanol
368447-71-6

(2S)-2-phenyl-2-({[(1R)-1-phenylethyl]amino}oxy)ethanol

A

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

B

(S)-1-phenyl-1,2-ethanediol
25779-13-9

(S)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;A 90%
B n/a
4-{(R)-1-Methyl-2-[(E)-(R)-1-phenyl-ethylimino]-cyclohexyl}-butan-2-one

4-{(R)-1-Methyl-2-[(E)-(R)-1-phenyl-ethylimino]-cyclohexyl}-butan-2-one

A

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

B

(R)-(+)-2-methyl-2-(3-oxobutyl)cyclohexanone
91306-30-8

(R)-(+)-2-methyl-2-(3-oxobutyl)cyclohexanone

Conditions
ConditionsYield
With acetic acid at 20℃; for 1h; Yields of byproduct given;A n/a
B 88%
(R)-1-phenylethylamine hydrochloride
10277-86-8

(R)-1-phenylethylamine hydrochloride

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With potassium carbonate In water at 70℃; for 1h; pH=9;88%
With sodium hydroxide In dichloromethane; water pH=10 - 11;
((R)-1-Phenyl-ethyl)-carbamic acid allyl ester

((R)-1-Phenyl-ethyl)-carbamic acid allyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine In water; acetonitrile at 20℃; for 0.0833333h;85%
N-(α-Methylbenzyl)pyridine-2-sulfonamide

N-(α-Methylbenzyl)pyridine-2-sulfonamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran for 4h; Ambient temperature;83%
(E)-ethanone-1-phenyl-O-(phenylmethyl)oxime
28570-76-5, 106770-94-9

(E)-ethanone-1-phenyl-O-(phenylmethyl)oxime

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (E)-ethanone-1-phenyl-O-(phenylmethyl)oxime With C10H18BNO In tetrahydrofuran at 20℃; for 24h;
Stage #2: With borane-THF In tetrahydrofuran for 24h; Reflux; optical yield given as %ee; enantioselective reaction; Further stages;
82%
With dimethylsulfide borane complex; (R)-(+)-2-(1,3,2-dioxaborolan-2-yloxy)-1,2,2-triphenylethanamine In toluene at 50 - 110℃; for 15h; Product distribution / selectivity;n/a
With dimethylsulfide borane complex; C11H14BNO3 In toluene at 50 - 110℃; for 15h; Product distribution / selectivity;n/a
With borane-THF; N-isopropyl-N,2-dimethylpropan-2-amine; C22H22BNO3 In 1,4-dioxane at 20℃; for 48h; Product distribution / selectivity;100 %Chromat.
(R)-N-(4-methoxyphenyl)-(1-phenylethyl)amine
2743-01-3, 126522-56-3

(R)-N-(4-methoxyphenyl)-(1-phenylethyl)amine

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
Stage #1: (R)-N-(4-methoxyphenyl)-(1-phenylethyl)amine With ammonium cerium (IV) nitrate In methanol; water at 0℃; for 6h;
Stage #2: With sodium hydroxide In water
81.3%
4-methyl-N-[(R)-1-phenylethyl]benzenesulfinamide

4-methyl-N-[(R)-1-phenylethyl]benzenesulfinamide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With thiophenol; zinc(II) chloride In dichloromethane at 20℃; for 6h;81%
(Z)-acetophenone O-benzyloxime
1233200-21-9

(Z)-acetophenone O-benzyloxime

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
With borane-THF; C19H23BNO3(1-)*H(1+) In tetrahydrofuran; 1,4-dioxane at 0℃; Temperature; Solvent; Reagent/catalyst; Time; Inert atmosphere; enantioselective reaction;76%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

(R)-(1-phenylethyl)-carbamic acid ethyl ester
14185-43-4

(R)-(1-phenylethyl)-carbamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at -30 - 20℃;100%
With triethylamine In diethyl ether at 0 - 20℃; for 2.5h;95%
Stage #1: (R)-1-phenyl-ethyl-amine With triethylamine In dichloromethane at 20℃; Inert atmosphere;
Stage #2: chloroformic acid ethyl ester at -30 - 20℃; for 8h; Inert atmosphere;
90.5%
With sodium carbonate
With sodium hydroxide
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

acetic anhydride
108-24-7

acetic anhydride

N-acetyl-1-phenylethylamine
36283-44-0

N-acetyl-1-phenylethylamine

Conditions
ConditionsYield
at 55℃; for 2h;100%
In chloroform at 0℃;95%
In benzene 1.) 90 deg C, 1 h, 2.) r.t., 12 h;86%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

((R)-1-phenyl-ethylimino)-acetic acid ethyl ester
37662-05-8

((R)-1-phenyl-ethylimino)-acetic acid ethyl ester

Conditions
ConditionsYield
In toluene for 0.333333h; Heating;100%
In toluene Heating;100%
In toluene at 15 - 25℃;95%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

(R)-(+)-α-methylbenzyl formamide
6948-01-2, 19145-06-3, 31502-34-8, 42412-77-1

(R)-(+)-α-methylbenzyl formamide

Conditions
ConditionsYield
for 8h; Reflux;100%
With amberlyst 15 In tetrahydrofuran for 21h; Reflux; Inert atmosphere;99%
With Novozyme 435 CALB In tetrahydrofuran at 20℃; Green chemistry; Enzymatic reaction;92%
8-oxo-(E)-non-2-enoic acid methyl ester
28979-90-0

8-oxo-(E)-non-2-enoic acid methyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(E)-8-[(E)-(R)-1-Phenyl-ethylimino]-non-2-enoic acid methyl ester
130721-15-2

(E)-8-[(E)-(R)-1-Phenyl-ethylimino]-non-2-enoic acid methyl ester

Conditions
ConditionsYield
With molecular sieve In cyclohexane at 40℃; for 1h;100%
(E)-9-Oxo-2-decanoic acid methyl ester
1189-64-6

(E)-9-Oxo-2-decanoic acid methyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(E)-9-[(E)-(R)-1-Phenyl-ethylimino]-dec-2-enoic acid methyl ester
130721-16-3

(E)-9-[(E)-(R)-1-Phenyl-ethylimino]-dec-2-enoic acid methyl ester

Conditions
ConditionsYield
With molecular sieve In cyclohexane at 40℃; for 1h;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

7-oxo-2(E)-octenoic acid methyl ester
96293-28-6

7-oxo-2(E)-octenoic acid methyl ester

(E)-7-[(E)-(R)-1-Phenyl-ethylimino]-oct-2-enoic acid methyl ester
130739-49-0

(E)-7-[(E)-(R)-1-Phenyl-ethylimino]-oct-2-enoic acid methyl ester

Conditions
ConditionsYield
With molecular sieve In cyclohexane at 40℃; for 1h;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(E)-7-(2-Oxo-cyclohexyl)-hept-2-enoic acid methyl ester
127987-42-2

(E)-7-(2-Oxo-cyclohexyl)-hept-2-enoic acid methyl ester

(E)-7-{2-[(E)-(R)-1-Phenyl-ethylimino]-cyclohexyl}-hept-2-enoic acid methyl ester
127987-43-3, 127987-44-4

(E)-7-{2-[(E)-(R)-1-Phenyl-ethylimino]-cyclohexyl}-hept-2-enoic acid methyl ester

Conditions
ConditionsYield
In cyclohexane for 3h; Heating;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl chloride

(R)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl chloride

(R)-N-(1-phenylethyl)-1-benzyl-5-oxoprolinamide

(R)-N-(1-phenylethyl)-1-benzyl-5-oxoprolinamide

Conditions
ConditionsYield
100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl chloride

(S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl chloride

(S)-N-(1-phenylethyl)-1-benzyl-5-oxoprolinamide

(S)-N-(1-phenylethyl)-1-benzyl-5-oxoprolinamide

Conditions
ConditionsYield
100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

benzaldehyde
100-52-7

benzaldehyde

(R)-1-phenylethyl(benzylidene)amine
56941-77-6

(R)-1-phenylethyl(benzylidene)amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
In benzene for 2h; Condensation; Heating;96%
With magnesium sulfate In tetrahydrofuran for 3.5h;83%
succinic acid anhydride
108-30-5

succinic acid anhydride

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-[(1R)-1-phenylethyl]pyrrolidine-2,5-dione
94054-97-4

1-[(1R)-1-phenylethyl]pyrrolidine-2,5-dione

Conditions
ConditionsYield
Stage #1: succinic acid anhydride; (R)-1-phenyl-ethyl-amine In toluene for 18h; Reflux;
Stage #2: In acetic anhydride for 2h; Reflux;
100%
Stage #1: succinic acid anhydride; (R)-1-phenyl-ethyl-amine In tetrahydrofuran Heating;
Stage #2: With acetic anhydride In tetrahydrofuran for 2h; Heating;
60%
With acetic anhydride 1.) THF, reflux, 2 h, 2.) reflux, 2 h; Yield given. Multistep reaction;
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

<(R)-(1-phenylethyl)imino>acetic acid ethyl ester
851389-20-3

<(R)-(1-phenylethyl)imino>acetic acid ethyl ester

Conditions
ConditionsYield
In toluene for 1.5h; Heating;100%
With molecular sieve In dichloromethane at 0℃;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-(1-phenylethyl)carbamic acid tert-butyl ester
184888-43-5

(R)-(1-phenylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With indium(III) bromide at 30 - 35℃; for 0.0333333h;100%
With perchloric acid at 30 - 35℃; for 0.0166667h;100%
With sulfonic-acid-functionalized silica In dichloromethane at 20℃; for 0.0833333h;99%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

N-<(R)-(+)-α-phenylethyl>-2,2,2-trifluoroacetamide
2354-91-8, 28332-81-2, 39995-50-1, 39995-51-2

N-<(R)-(+)-α-phenylethyl>-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With sodium hydride In diethyl ether at 0 - 20℃; Condensation;100%
at 25℃; for 20h; Sealed tube;100%
at 20℃; for 0.05h; Acylation;89%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-(trifluoroacetyl)benzotriazole
183266-61-7

1-(trifluoroacetyl)benzotriazole

A

1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

B

N-<(R)-(+)-α-phenylethyl>-2,2,2-trifluoroacetamide
2354-91-8, 28332-81-2, 39995-50-1, 39995-51-2

N-<(R)-(+)-α-phenylethyl>-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
In tetrahydrofuran for 4h; Ambient temperature;A n/a
B 100%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R,E)-N-(1-phenylethyl)-1-(pyridin-2-yl)methanimine
38010-70-7

(R,E)-N-(1-phenylethyl)-1-(pyridin-2-yl)methanimine

Conditions
ConditionsYield
In toluene Reflux; Inert atmosphere; Dean-Stark;100%
With magnesium sulfate In diethyl ether for 4h; Ambient temperature;90%
With aluminum oxide
In diethyl ether for 1h; Molecular sieve; Inert atmosphere;
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

(R)-N-(α-methylbenzyl)chloroacetamide
36293-00-2

(R)-N-(α-methylbenzyl)chloroacetamide

Conditions
ConditionsYield
In dichloromethane100%
With potassium carbonate In acetonitrile98%
With triethylamine In dichloromethane at 0 - 20℃; for 6h;86.07%
carbon disulfide
75-15-0

carbon disulfide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R,R)-N,N'-bis[α-methylbenzyl]thiourea
67375-00-2

(R,R)-N,N'-bis[α-methylbenzyl]thiourea

Conditions
ConditionsYield
aluminum oxide; zinc(II) oxide at 100℃; for 2h; Condensation;100%
at 47℃;97%
In ethanol Inert atmosphere; Reflux;95%
MCM-41-TBD; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine at 90℃; for 15h;91%
In ethanol at 88℃; for 24h;74%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

5,5'-(2,2'-bipyridine)diacid chloride
82799-91-5

5,5'-(2,2'-bipyridine)diacid chloride

4,4'-bis-[(R)-(+)-α-phenylethylamido]-2,2'-bipyridine

4,4'-bis-[(R)-(+)-α-phenylethylamido]-2,2'-bipyridine

Conditions
ConditionsYield
Condensation;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(SS)-(+)-2-(p-Tolylsulfinyl)prop-2-en-1-ol
234436-57-8

(SS)-(+)-2-(p-Tolylsulfinyl)prop-2-en-1-ol

(SS,R)-N-[(2-p-tolylsulfinyl)-2-propenyl]-N-(1-phenylethyl)amine

(SS,R)-N-[(2-p-tolylsulfinyl)-2-propenyl]-N-(1-phenylethyl)amine

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;100%
5-bromo-2-thiophencarboxaldehyde
4701-17-1

5-bromo-2-thiophencarboxaldehyde

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-(-)-(5-bromothiophen-2-ylmethylene)(1-phenylethyl)amine

(R)-(-)-(5-bromothiophen-2-ylmethylene)(1-phenylethyl)amine

Conditions
ConditionsYield
at 20℃; for 6h;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

ethyl 4-allyloxy-3-oxobutanoate
134989-37-0

ethyl 4-allyloxy-3-oxobutanoate

(Z)-4-Allyloxy-3-((R)-1-phenyl-ethylamino)-but-2-enoic acid ethyl ester
565170-41-4

(Z)-4-Allyloxy-3-((R)-1-phenyl-ethylamino)-but-2-enoic acid ethyl ester

Conditions
ConditionsYield
With acetic acid In tetrahydrofuran at 60℃;100%
4,5-Dihydro-2-methylthiophen-3-(2H)-on
74015-70-6, 13679-85-1

4,5-Dihydro-2-methylthiophen-3-(2H)-on

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-(2-methyl-dihydrothiophen-3-ylidene)(1-phenylethyl)amine
946134-08-3

(R)-(2-methyl-dihydrothiophen-3-ylidene)(1-phenylethyl)amine

Conditions
ConditionsYield
With aluminum oxide; 5A molecular sieve; silica gel In cyclohexane at 20℃; for 144h;100%
With aluminum oxide; silica gel In cyclohexane at 20℃; for 100h;
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexane carbaldehyde
141836-47-7

4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexane carbaldehyde

(R)-N-[(4'-tert-butyldimethylsilyloxymethyl-cyclohexyl)methylidene]-1-phenylethanamine
672314-40-8

(R)-N-[(4'-tert-butyldimethylsilyloxymethyl-cyclohexyl)methylidene]-1-phenylethanamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃;100%
With magnesium sulfate In dichloromethane
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-(2,4-dinitrophenyl)-3-methylpyridinium chloride
6526-37-0

1-(2,4-dinitrophenyl)-3-methylpyridinium chloride

3-Methyl-1-((R)-1-phenyl-ethyl)-pyridinium; chloride

3-Methyl-1-((R)-1-phenyl-ethyl)-pyridinium; chloride

Conditions
ConditionsYield
In butan-1-ol for 0.166667h; Zincke's reaction; microwave irradiation;100%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

((R)-1-Phenyl-ethyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine
1000387-94-9

((R)-1-Phenyl-ethyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
With boron trifluoride diethyl etherate at 20℃; for 0.0166667h;
ethyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enoate

ethyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]but-2-enoate

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-((R)-1-Phenyl-ethyl)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

1-((R)-1-Phenyl-ethyl)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
In chloroform-d1 at 24℃;100%
(3E,5E)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[2-oxo-eth-(Z)-ylidene]-hepta-3,5-dienoic acid ethyl ester

(3E,5E)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[2-oxo-eth-(Z)-ylidene]-hepta-3,5-dienoic acid ethyl ester

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

2-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-1-((R)-1-phenyl-ethyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

2-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-1-((R)-1-phenyl-ethyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
In chloroform-d1 at 24℃;100%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

ethyl (E,E)-4-oxo-2-styrylbut-2-enoate
344907-95-5

ethyl (E,E)-4-oxo-2-styrylbut-2-enoate

2-Phenyl-1-((R)-1-phenyl-ethyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

2-Phenyl-1-((R)-1-phenyl-ethyl)-1,2-dihydro-pyridine-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
In chloroform-d1 at 24℃;100%

(R)-(+)-1-Phenylethylamine Chemical Properties

IUPAC Name: 1-phenylethanamine 
Empirical Formula: C8H11N
Molecular Weight: 121.1796g/mol
EINECS: 223-423-4 
Structure of Benzenemethanamine, a-methyl-, (aR)- (CAS NO.3886-69-9):

Index of Refraction: 1.533
Molar Refractivity: 39.34 cm3
Molar Volume: 126.6 cm3
Polarizability: 15.59×10-24cm3
Surface Tension: 36.5 dyne/cm
Density: 0.956 g/cm3
Flash Point: 75.8 °C
Enthalpy of Vaporization: 41.93 kJ/mol 
Melting Point: -10 °C
Boiling Point: 183 °C at 760 mmHg
Vapour Pressure: 0.788 mmHg at 25°C 
Water Solubility: 40 g/L (20 ºC)
Sensitive: Air Sensitive 
Product Categories: Benzene derivatives;chiral;Amines (Chiral);Analytical Chemistry;Asymmetric Synthesis;Chiral Building Blocks;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry;Chiral Compound;Amines;Aromatics;Chiral Reagents 
Canonical SMILES: CC(C1=CC=CC=C1)N
InChI: InChI=1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3
InChIKey: RQEUFEKYXDPUSK-UHFFFAOYSA-N

(R)-(+)-1-Phenylethylamine Toxicity Data With Reference

RTECS#: CAS# 3886-69-9: None listed
LD50/LC50: RTECS: Not available. Other: CAS 3886-69-9: supplier info (prod 15182) Oral, rat LD50: 950 mg/kg. Skin, rabbit LD50: 730 mg/kg. Inh, rat: no acute danger. 
Carcinogenicity: (R)-(+)-1-Phenylethylamine - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated. Mutagenicity: Ames-test: negative. 

(R)-(+)-1-Phenylethylamine Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 21/22-34
R21/22:Harmful in contact with skin and if swallowed. 
R34:Causes burns.
Safety Statements: 26-28-36/37/39-45-27 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 2735 8/PG 2
WGK Germany: 3
F: 3-10-23-34
HazardClass: 8
PackingGroup: III
HS Code: 29214980

(R)-(+)-1-Phenylethylamine Specification

 Benzenemethanamine, a-methyl-, (aR)- , its cas register number is 3886-69-9. It also can be called (+/-)-alpha-Methylbenzylamine ; (R,S)-(+/-)-1-Phenylethylamine ; alpha.-Methylbenzylamine ; alpha.-Phenylethylamine ; 1-Phenylethanamin ; 1-Phenylethanamine ; (R)-alpha-Methylbenzenemethanamine .
 Benzenemethanamine, a-methyl-, (aR)- (CAS NO.3886-69-9) is a colorless to light yellow liquid.

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