(S)-(-)-1-Phenylethylamine supplier

Name
L-1-Phenylethylamine
EINECS 220-098-0
CAS No. 2627-86-3
Article Data257
CAS DataBase
Density 0.956 g/cm³
Solubility slightly soluble in water
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 2922 8/PG 2
Appearance Colorless to light yellow liquid
Safety 26-28-36/37/39-45-28A-27
Risk Codes 21/22-34-35
Molecular Structure
Hazard Symbols C,Xi
Synonyms Benzenemethanamine,a-methyl-, (S)-;(-)-((S)-a-Methylbenzyl)amine;(-)-1-Phenethylamine;(-)-a-Methylbenzenemethanamine;(1S)-1-Phenylethanamine;(S)-(-)-a-Methylbenzylamine;(S)-1-Amino-1-phenylethane;(S)-1-Phenethylamine;(S)-1-Phenyl-1-ethanamine;(S)-Phenethylamine;(S)-a-Methylbenzenemethanamine;(S)-a-Phenylethylamine;D-(-)-(a-Phenylethyl)amine;L-(-)-a-Methylbenzylamine;L-1-Amino-ethylbenzene;L-a-Methylbenzylamine;(S)-(-)-α-Methylbenzylamine;L-1-Phenylethylamine;
PSA 26.02000
LogP 2.40660

Synthetic route

: 874291-45-9
(S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide

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

Conditions

Conditions	Yield
Stage #1: (S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide 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;	96%
Stage #1: (S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide 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℃; Inert atmosphere; enantioselective reaction;	96%
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

: 98-86-2
acetophenone

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

Conditions

Conditions	Yield
With formate dehydrogenase; Arthrobacter citreus S9 ω-transaminase; ATA-113 ω-transaminase; sodium formate; isopropylamine; NADH; yeast alcohol dehydrogenase pH=7; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;	99%
Stage #1: acetophenone With Ru(2+)2C2H3O2(1-)C77H108O6P2; ammonium acetate; hydrogen In 2,2,2-trifluoroethanol at 80℃; under 53203.6 Torr; for 24h; Inert atmosphere; Autoclave; Stage #2: With hydrogenchloride In 2,2,2-trifluoroethanol; water at 80℃; for 6h; Reagent/catalyst; Temperature; Pressure; enantioselective reaction;	98%
With glucose dehydrogenase; sodium hydroxide; L-alanin; ATA-103 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%

: 98-86-2
acetophenone

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

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

Conditions

Conditions	Yield
Stage #1: acetophenone With [((R)-tol-binap)RuCl2(DMF)x]; ammonia; ammonium formate In methanol at 85℃; for 20h; Leuckart-Wallach reaction; Stage #2: With hydrogenchloride In ethanol for 1h; Heating; Title compound not separated from byproducts;
Stage #1: acetophenone With ammonium acetate; sodium cyanoborohydride In methanol at 20℃; reductive amination; Stage #2: racemate resolution; Further stages.;
With ammonia; ammonium formate In methanol optical yield given as %ee;

: 15754-20-8
(E)-acetophenone O-methyloxime

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

Conditions

Conditions	Yield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;	85%
With borane-THF; (1S,2R)-1-amino-2-indanol In tetrahydrofuran at -20 - 70℃; Reduction;
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;

: 937371-88-5
(E)-acetophenone O-(2-nitrobenzyl) oxime

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

Conditions

Conditions	Yield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;	95%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;

: 17279-30-0
(S)-(-)-α-methylbenzylamine hydrochloride

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

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane	97.4%
With sodium hydroxide In water Large scale;

: (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine

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

Conditions

Conditions	Yield
With hydrogenchloride; D-sorbitol; choline chloride In water at 25℃; for 3h;	98%
Stage #1: (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine 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: (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine With hydrogenchloride In methanol at 20℃; Stage #2: With ammonia; ammonium chloride In water

: 937371-86-3
(E)-acetophenone O-(4-methoxybenzyl) oxime

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

Conditions

Conditions	Yield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;	70%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;

: 3480-59-9, 4108-58-1, 20826-48-6, 28623-68-9
(S)-N-(1-phenylethyl)benzamide

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

Conditions

Conditions	Yield
With ammonium bromide; ethylenediamine at 80℃; for 10h; Reagent/catalyst; Microwave irradiation;	93%

: 937371-87-4
(E)-acetophenone O-(4-trifluoromethyl benzyl) oxime

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

Conditions

Conditions	Yield
With borane-THF; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In 1,4-dioxane at 0℃; Product distribution / selectivity;	60%
With dimethylsulfide borane complex; enantiopure spiroborate ester In tetrahydrofuran at 25℃; for 36h;

: 6290-49-9
methyl methoxyacetate

: 618-36-0
rac-methylbenzylamine

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

B: 162929-44-4
(R)-2-methoxy-N-(1-phenylethyl)acetamide

Conditions

Conditions	Yield
With novozyme 435 In 1,2-dimethoxyethane at 40℃; for 19h; Molecular sieve; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;
With Candida antarctica lipase B immobilized on acrylic resin In toluene at 25℃; for 0.0666667h; Resolution of racemate; Flow reactor;	A n/a B n/a
With 5% palladium on barium sulphate; Lipase B from Candida antarctica immobilized on SiO2 nanoparticles functionalized with 1 % Pd and (3-aminopropyl)triethoxysilane; ammonium formate; sodium carbonate In toluene at 70℃; for 17h; Molecular sieve; Enzymatic reaction;	A n/a B n/a
With ammonium formate; sodium carbonate In toluene at 70℃; for 9h; Temperature; Reagent/catalyst; Molecular sieve; Flow reactor; Resolution of racemate;

...Expand

: isopropyl 2-propoxyacetate

: 618-36-0
rac-methylbenzylamine

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

B: (R)-2-propoxy-N-(1-phenylethyl)acetamide

Conditions

Conditions	Yield
With lipase B from Candida antarctica immobilized on acrylic beads In toluene at 30℃; for 8h; Temperature; Concentration; Resolution of racemate; Flow reactor; Enzymatic reaction; enantioselective reaction;	A n/a B 45%

...Expand

: 66558-04-1
N-[(1S)-1-phenylethan-1-yl]-4-methylbenzenesulfonamide

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

Conditions

Conditions	Yield
With ammonia; lithium In tetrahydrofuran at -78℃; for 0.25h;	79%
With pyrrolidine; samarium diiodide; water In tetrahydrofuran at 20℃; Inert atmosphere;	98 %Chromat.

: 109-73-9
N-butylamine

: 98-86-2
acetophenone

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

B: 71-36-3
butan-1-ol

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; NADP+ In dimethyl sulfoxide at 37℃; for 16h; pH=9; Reagent/catalyst; Enzymatic reaction;

...Expand

: 28570-76-5, 106770-94-9
(E)-ethanone-1-phenyl-O-(phenylmethyl)oxime

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

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

Conditions

Conditions	Yield
With sodium tetrahydroborate; (S)-valinol; zirconium(IV) chloride 1) THF, r.t., 2) THF, r.t.; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
Stage #1: (E)-ethanone-1-phenyl-O-(phenylmethyl)oxime With borane-THF; (S)-proline (R)-1,1'-bi(2-naphthyl)dioxyboryl ester In tetrahydrofuran at 0 - 5℃; for 48h; Stage #2: With hydrogenchloride In tetrahydrofuran Title compound not separated from byproducts;
With dimethylsulfide borane complex; 2-[(1,3,2-dioxaborolan-2-yloxy)diphenylmethyl]pyrrolidine In toluene at 50 - 110℃; for 15h; Product distribution / selectivity;	A n/a B n/a

: 28570-76-5, 106770-94-9
(E)-ethanone-1-phenyl-O-(phenylmethyl)oxime

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

Conditions

Conditions	Yield
Stage #1: (E)-ethanone-1-phenyl-O-(phenylmethyl)oxime With borane; (1R,2S)-norephedrine In tetrahydrofuran at 20℃; for 20h; Stage #2: With hydrogenchloride In tetrahydrofuran at 20℃; for 30h; Further stages.;	85%
With sodium tetrahydroborate; borane-THF; enantiopure spiroborate ester In 1,4-dioxane at 0℃; for 36h;	100 % Turnov.
With dimethylsulfide borane complex; 1-[([1,3,2]dioxaborolan-2-yloxy)-diphenyl-methyl]-2-methylpropylamine In toluene at 50 - 110℃; for 5 - 15h; Product distribution / selectivity;	n/a

: 105-56-6
ethyl 2-cyanoacetate

: 618-36-0
rac-methylbenzylamine

A: 1202405-40-0
(R)-2-cyano-N-(1-phenylethyl)acetamide

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

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

Conditions

Conditions	Yield
With Novozym, lipase B from Candida antarctica, recombinant, expressed in Aspergillus niger, adsorbed on acrylic resin In tetrahydrofuran; toluene at 25℃; for 24h; Reagent/catalyst; Resolution of racemate; Enzymatic reaction; enantioselective reaction;	A 29% B n/a C n/a

...Expand

: 98-86-2
acetophenone

A: 98-85-1, 13323-81-4
1-Phenylethanol

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

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

Conditions

Conditions	Yield
With ammonium fluoride; Ru(2+)C41H36O2P22C2H3O2(1-); hydrogen; sodium acetate In 2,2,2-trifluoroethanol at 80℃; under 41254.1 Torr; for 20h; Reagent/catalyst; Autoclave; enantioselective reaction;	A n/a B n/a C n/a
With aluminium(III) triflate; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; hydrogen; (R)-segphos In toluene at 120℃; for 16h; Reagent/catalyst; Autoclave; enantioselective reaction;	A 13 %Chromat. B n/a C n/a
With sodium hexaflorophosphate; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; hydrogen; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In toluene at 120℃; for 16h; Autoclave; enantioselective reaction;	A 23 %Chromat. B n/a C n/a

...Expand

: 109-73-9
N-butylamine

: 98-86-2
acetophenone

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

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

C: 71-36-3
butan-1-ol

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; NADP+ In dimethyl sulfoxide at 37℃; for 16h; pH=9; Enzymatic reaction;

...Expand

: isopropyl 2-buthoxyacetate

: 618-36-0
rac-methylbenzylamine

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

B: (R)-2-butoxy-N-(1-phenylethyl)acetamide

Conditions

Conditions	Yield
With lipase B from Candida antarctica immobilized on acrylic beads In toluene at 30℃; for 8h; Resolution of racemate; Enzymatic reaction; enantioselective reaction;	A n/a B 23%

...Expand

: 19144-86-6
(S)-N-acetyl-1-phenylethylamine

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

Conditions

Conditions	Yield
With ammonium bromide; ethylenediamine at 80℃; for 10h; Microwave irradiation; Inert atmosphere; neat (no solvent);	94%
Stage #1: (S)-N-acetyl-1-phenylethylamine With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.0333333h; Inert atmosphere; Stage #2: With water In tetrahydrofuran Inert atmosphere;	93%

: 98-85-1, 13323-81-4
1-Phenylethanol

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: oxygen; sodium anthraquinone-2-sulfonate / water / 30 °C / Irradiation 2: (S)-amine trans-aminase / acetonitrile / 28 h / 20 °C / Enzymatic reaction View Scheme
With ammonium hydroxide; alcohol dehydrogenase from Paracoccus pantotrophus; amine dehydrogenase from Exiguobacterium sibiricum; nicotinamide adenine dinucleotide; ammonium chloride enantioselective reaction;	n/a
With pyridoxal 5'-phosphate; alcohol dehydrogenase from Candida parapsilosis-W286A mutant; Bacillus megaterium ω-transaminase; diisopropylamine In aq. acetate buffer at 30℃; for 21h; pH=8; Reagent/catalyst; Green chemistry; Enzymatic reaction; enantioselective reaction;	93 mg
Multi-step reaction with 2 steps 1: diisopropylamine; NAD; alcohol dehydrogenase from Candida parapsilosis-W286A mutant; NADH oxidase / aq. acetate buffer / 24 h / 30 °C / pH 8 / Green chemistry; Enzymatic reaction 2: diisopropylamine; pyridoxal 5'-phosphate; NAD; alcohol dehydrogenase from Candida parapsilosis-W286A mutant; Bacillus megaterium ω-transaminase / aq. acetate buffer / 24 h / 30 °C / pH 8 / Green chemistry; Enzymatic reaction View Scheme

: 20752-48-1
(+)-(S)(C)-(S)(S)-N-(1-Phenylethyl)-p-toluolsulfinamid

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

Conditions

Conditions	Yield
With trifluoroacetic acid In methanol at 25℃; for 3h;	92%

: 10341-75-0
(E)-1-phenylethanone oxime

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

Conditions

Conditions	Yield
Stage #1: (E)-1-phenylethanone oxime With borane-THF; (S)-proline (R)-1,1'-bi(2-naphthyl)dioxyboryl ester In tetrahydrofuran at 0 - 5℃; for 48h; Stage #2: With hydrogenchloride In tetrahydrofuran	74%
Multi-step reaction with 2 steps 1: tetrahydrofuran / 20 °C 2: BH3; (-)-norephedrine / tetrahydrofuran / 24 h / 0 °C View Scheme

: 113-24-6
sodium pyruvate

: 618-36-0
rac-methylbenzylamine

A: 338-69-2
D-Alanine

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

C: 98-86-2
acetophenone

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate In aq. phosphate buffer; dimethyl sulfoxide at 30℃; for 24h; pH=7.5; Reagent/catalyst; Resolution of racemate; Enzymatic reaction; enantioselective reaction;	A n/a B n/a C n/a

...Expand

: 621-87-4
3-phenoxy-2-propanone

: 618-36-0
rac-methylbenzylamine

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

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

C: 98-86-2
acetophenone

D: 45972-74-5
R-(-)-1-phenoxy-2-propanamine

Conditions

Conditions	Yield
With disodium phosphate heptahydrate; disodium phosphite pentahydrate In toluene at 25℃; for 72h; Time; Enzymatic reaction;	A n/a B n/a C n/a D n/a

...Expand

: 141-97-9
ethyl acetoacetate

: 618-36-0
rac-methylbenzylamine

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

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

C: 5303-65-1, 22657-48-3, 69677-12-9, 115880-49-4
ethyl 3-(R)-methyl-β-alanine

D: 98-86-2
acetophenone

Conditions

Conditions	Yield
With disodium phosphate heptahydrate; disodium phosphite pentahydrate In toluene at 25℃; for 72h; Enzymatic reaction;	A n/a B n/a C n/a D n/a

...Expand

: 5878-19-3
Methoxyacetone

: 618-36-0
rac-methylbenzylamine

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

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

C: 37143-54-7, 99636-32-5, 123410-24-2, 99636-38-1
(R)-2-methoxy-1-methylethylamine

D: 98-86-2
acetophenone

Conditions

Conditions	Yield
With disodium phosphate heptahydrate; disodium phosphite pentahydrate In toluene at 25℃; for 72h; Enzymatic reaction;	A n/a B n/a C n/a D n/a

...Expand

: 618-36-0
rac-methylbenzylamine

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

Conditions

Conditions	Yield
With (SS,S)-N-(tert-butanesulfinyl) 1-phenylethylamine; hydrogenchloride In methanol at 20℃; for 0.5h; stereoselective reaction;	97%
With sodium tetrahydroborate In aq. phosphate buffer at 30℃; for 3h; pH=8; Enzymatic reaction; stereoselective reaction;	64.5%
With sodium pyruvate at 30℃; for 24h; aq. phosphate buffer; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;	41%

: 33290-12-9
(1S)-N-1-Phenethyl-3-hydroxy-2,2-dimethylpropanamide

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

Conditions

Conditions	Yield
With sodium hydroxide In water; ethylene glycol at 110℃; for 13h;	80%
With potassium hydroxide In methanol; water for 44h; Heating;

: 3376-33-8
O-methyl acetophenone oxime

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

Conditions

Conditions	Yield
With (S)-(-)-2-amino-3-(p-benzyloxy)phenyl-1,1-diphenylpropanol*borane In tetrahydrofuran at 30℃;	100%
With sodium tetrahydroborate; (S)-valinol; zirconium(IV) chloride In tetrahydrofuran for 48h; Product distribution; Ambient temperature; effect of other Lewis acids, solvents, chiral amino alcohols and reaction temperature on enantioselectivity; other substrates;	95%
With borane; (2S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol-borane In tetrahydrofuran for 20h; Ambient temperature;	90%

: 115914-08-4
(S)-N-(1-phenylethyl)prop-2-en-1-amine

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

Conditions

Conditions	Yield
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 60℃; for 0.25h;	100%

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

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

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

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

Conditions

Conditions	Yield
With trifluoroacetic acid In methanol Yields of byproduct given;	A n/a B n/a C 96%

...Expand

: 3376-33-8
O-methyl acetophenone oxime

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

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

Conditions

Conditions	Yield
With sodium tetrahydroborate; (S)-valinol; zirconium(IV) chloride In tetrahydrofuran for 48h; Ambient temperature; Title compound not separated from byproducts;	A 95% B n/a
With lithium aluminium tetrahydride; chiral borane In tetrahydrofuran for 24h; Product distribution; Ambient temperature; enantioselectivity; further hydrides;

: 334-48-5
1-decanoic acid

: 618-36-0
rac-methylbenzylamine

A: 933057-19-3
N-[(R)-(+)-1-phenylethyl]decanamide

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

Conditions

Conditions	Yield
With Candida antarctica lipase B; molecular sieve In various solvent(s) at 45℃; for 24h;	A 95% B 13.7 mg

...Expand

: 28570-76-5
ethanone-1-phenyl-O-(phenylmethyl)oxime

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

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

Conditions

Conditions	Yield
With sodium tetrahydroborate; (S)-valinol; zirconium(IV) chloride In tetrahydrofuran Ambient temperature; Title compound not separated from byproducts;	A 91% B n/a

: 128113-82-6
(1S,1'S)-N-(1'-phenylethyl)-1-<2''-(methylamino)phenyl>ethylamine

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

B: 1821-38-1
N-methyl ortho-ethylaniline

Conditions

Conditions	Yield
With hydrogen; ammonium formate; palladium on activated charcoal In methanol Heating;	A 62% B 90%

: 13490-74-9
S(+)-2-phenyl-propanoic acid amide

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

Conditions

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile Ambient temperature;	85%

: 82009-54-9, 82041-85-8, 113775-69-2, 113775-70-5
((R)-1-Phenyl-ethyl)-((1S,2R,6R,7S)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yl)-amine

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

Conditions

Conditions	Yield
With citric acid In diethyl ether for 2.5h;	83%

: 28570-76-5
ethanone-1-phenyl-O-(phenylmethyl)oxime

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

Conditions

Conditions	Yield
With borane; (2S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol-borane In tetrahydrofuran for 24h; Ambient temperature;	80%

: 757195-26-9
(1R)-1-phenyl-2-({[(1S)-1-phenylethyl]amino}oxy)ethanol

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

B: 16355-00-3
(R)-1-phenyl-1,2-ethanediol

Conditions

Conditions	Yield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;	A 80% B n/a

: 14428-98-9, 98325-59-8, 98359-08-1
(E)-1-phenyl-N-(1-phenylethylidene)methanamine

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

Conditions

Conditions	Yield
With (1R,2S)-norephedrine; diborane Inert atmosphere;	80%

: 130562-16-2
(αS,1'S)-N-(1-Phenylethyl)-2-fluoro-α-methylphenylmethylamine

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

B: 68285-25-6
(S)-1-(2-fluorophenyl)ethylamine

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Heating; Yields of byproduct given;	A n/a B 79%

: 78798-33-1
(S)-N-hydroxy-α-methyl-benzenemethanamine ethanedioate

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

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid; zinc In water at 80℃; for 6h;	78%

: 1010385-10-0
(S)-3-methyl-2-((S)-1-phenylethylamino)butan-1-ol

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

Conditions

Conditions	Yield
Stage #1: (S)-3-methyl-2-((S)-1-phenylethylamino)butan-1-ol With periodic acid; methylamine In methanol; water at 20℃; for 3h; Stage #2: With hydrogenchloride In methanol for 0.5h; Further stages.;	76%

: (S)-isopropylidene glycerol 3-carboxy-2-naphthoate (S)-1-phenylethylamine salt

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

Conditions

Conditions	Yield
With sulfuric acid In ethyl acetate	74.4%

: 75-15-0
carbon disulfide

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

: 31172-77-7
N,N'-bis<(S)-(1-phenylethyl)>thiourea

Conditions

Conditions	Yield
In ethanol Inert atmosphere; Reflux;	100%
at 47℃;	97%
In ethanol for 20h; Heating;	79%

: 924-44-7
glyoxylic acid ethyl ester

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

: 37662-06-9
ethyl <(S)-1-phenylethyl>iminoethanoate

Conditions

Conditions	Yield
In toluene for 0.333333h; Heating;	100%
In toluene at 110℃; under 760.051 Torr;	100%

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

: 109-94-4
formic acid ethyl ester

: 19145-06-3
(S)-N-formyl-1-phenylethylamine

Conditions

Conditions	Yield
In toluene for 15h; Heating;	100%
With Novozyme 435 CALB In tetrahydrofuran at 20℃; Green chemistry; Enzymatic reaction;	95%

: 50-00-0
formaldehyd

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

: 131968-96-2
(S,S,S)-1,3,5-tris(α-methylbenzyl)-1,3,5-hexahydrotriazine

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Ambient temperature;	100%
In water at 0℃; for 0.5h;	100%
In methanol at 25℃; for 1h;	96%

: 5707-04-0
Phenylselenyl chloride

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

: 101685-17-0
N-<(S)-1-Phenylethyl>benzeneselenamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 2h;	100%

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

: 17556-18-2
6-chloro-3,4-dihydro-1H-naphthalen-2-one

: 148835-23-8
(6-Chloro-3,4-dihydro-naphthalen-2-yl)-((S)-1-phenyl-ethyl)-amine

Conditions

Conditions	Yield
In toluene at 110℃;	100%

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

: 136463-80-4
3-Ethyl-1-isopropyl-piperidine-2,4-dione

: 136463-81-5
3-Ethyl-1-isopropyl-4-((R)-1-phenyl-ethylamino)-5,6-dihydro-1H-pyridin-2-one

Conditions

Conditions	Yield
In toluene for 24h; Heating;	100%

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

: 100-52-7
benzaldehyde

: 3129-98-4, 17480-71-6, 56941-77-6, 62696-51-9, 69350-13-6, 89103-76-4, 98393-39-6
(S)-N-benzylidene(1-phenylethylamine)

Conditions

Conditions	Yield
In toluene for 1h; Ambient temperature;	100%
In toluene for 2h; Reflux; Molecular sieve; Dean-Stark;	98%
With molecular sieve; potassium carbonate	94%

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

: 79-04-9
chloroacetyl chloride

: 36293-01-3
2-chloro-N-((1S)-1-phenylethyl)acetamide

Conditions

Conditions	Yield
In dichloromethane	100%
With potassium carbonate In dichloromethane Heating;	97%
Stage #1: (S)-1-phenyl-ethylamine With potassium carbonate In tetrahydrofuran at 20℃; Stage #2: chloroacetyl chloride In tetrahydrofuran at 20℃; for 4h; Friedel-Crafts Alkylation;	96%

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

: 100-10-7
4-dimethylamino-benzaldehyde

: (S,E)-N,N-dimethyl-4-((1-phenylethylimino)methyl)aniline

Conditions

Conditions	Yield
With 4 A molecular sieve In dichloromethane at 20℃; for 70h;	100%

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

: 67-64-1
acetone

: 19302-32-0
(S)-N-isopropyl-1-phenylethylamine

Conditions

Conditions	Yield
With platinum(IV) oxide; hydrogen In methanol for 11h;	100%
Stage #1: (S)-1-phenyl-ethylamine; acetone With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 25℃; Stage #2: With sodium hydrogencarbonate In 1,2-dichloro-ethane	80%
Stage #1: (S)-1-phenyl-ethylamine; acetone Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 2h;	65%

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

: 4635-59-0
4-Chlorobutanoyl chloride

: 450370-35-1
(S)-N-(1-phenylethyl)-4-chlorobutyrylamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 0.5h;	100%
With triethylamine In dichloromethane

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

: 6295-06-3
butyl glyoxalate

: 100018-34-6
n-butyl N-((1S)-phenylethyl)-α-iminoacetate

Conditions

Conditions	Yield
With magnesium sulfate In diethyl ether for 10h; Ambient temperature;	100%

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

: 2043-61-0
cyclohexanecarbaldehyde

: 129397-36-0
N-(2-cyclohexylethylidene)-(S)-α-methylbenzylamine

Conditions

Conditions	Yield
With magnesium sulfate In toluene	100%

(S)-(-)-1-Phenylethylamine Specification

(S)-(-)-1-Phenylethylamine, has the Synonyms of Benzenemethanamine, a-methyl-, (aS)-; (S)-alpha-Methylbenzenemethanamine; EINECS 220-098-0; L-alpha-Methylbenzylamine. with the CAS NO.2627-86-3, it belongs to the ProductCategories of chiral; Amines (Chiral); Analytical Chemistry; Asymmetric Synthesis; Chiral Building Blocks; Chiral Compound; Amines; Aromatics; Chiral Reagents. (S)-(-)-1-Phenylethylamine is used as food flavors.

Physical properties about (S)-(-)-1-Phenylethylamine are: (1)ACD/LogP: 1.718; (2)ACD/LogD (pH 5.5): -1.25; (3)ACD/LogD (pH 7.4): 0.08; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 4.75; (8)#H bond acceptors: 1; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.533; (12)Molar Refractivity: 39.34 cm³; (13)Molar Volume: 126.677 cm³; (14)Polarizability: 15.596 10-24cm³; (15)Surface Tension: 36.5950012207031 dyne/cm; (16)Density: 0.957 g/cm³; (17)Flash Point: 75.803 °C; (18)Enthalpy of Vaporization: 41.925 kJ/mol; (19)Boiling Point: 183.007 °C at 760 mmHg; (20)Vapour Pressure: 0.787999987602234 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer);
3. Wear suitable protective clothing, gloves and eye/face protection;
4. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
5. Take off immediately all contaminated clothing;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1;
(2)InChIKey=RQEUFEKYXDPUSK-ZETCQYMHSA-N;
(3)SmilesN[C@H](c1ccccc1)C

Product Name

L-1-Phenylethylamine

Synthetic route

(S)-(-)-1-Phenylethylamine Specification

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