Product Name

  • Name

    3,4-Dihydroxyphenylethanol

  • EINECS 600-704-3
  • CAS No. 10597-60-1
  • Article Data100
  • CAS DataBase
  • Density 1.321 g/cm3
  • Solubility
  • Melting Point
  • Formula C8H10O3
  • Boiling Point 355.4 °C at 760 mmHg
  • Molecular Weight 154.166
  • Flash Point 182.6 °C
  • Transport Information
  • Appearance Yellow green powder
  • Safety 26
  • Risk Codes  Xi:;
  • Molecular Structure Molecular Structure of 10597-60-1 (3,4-Dihydroxyphenylethanol)
  • Hazard Symbols IrritantXi
  • Synonyms Phenethylalcohol, 3,4-dihydroxy- (6CI,7CI,8CI);1-(2-Hydroxyethyl)-3,4-dihydroxybenzene;2-(3,4-Dihydroxyphenyl)ethanol;2-(3,4-Dihydroxyphenyl)ethyl alcohol;3,4-DHPEA;3,4-Dihydroxy-b-phenethyl alcohol;3,4-Dihydroxyphenethyl alcohol;3,4-Dihydroxyphenylethyl alcohol;3-Hydroxytyrosol;4-(2-Hydroxymethyl)-1,2-benzenediol;Ba 2774;Homoprotocatechuyl alcohol;Hydroxytyrosol;b-(3,4-Dihydroxyphenyl)ethanol;b-(3,4-Dihydroxyphenyl)ethylalcohol;3,4-Dihydroxyphenylethanol;
  • PSA 60.69000
  • LogP 0.63260

Synthetic route

p-hydroxyphenethyl alcohol
501-94-0

p-hydroxyphenethyl alcohol

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With polymer-supported IBX In dimethyl carbonate at 20℃; for 1h; chemoselective reaction;100%
With β-D-glucose; oxygen In aq. phosphate buffer at 37℃; pH=7.0; Enzymatic reaction;97.5%
Stage #1: p-hydroxyphenethyl alcohol at 20℃; for 1h;
Stage #2: With sodium dithionite; water for 0.5h;
90%
3,4-dihydroxyphenylacetate
102-32-9

3,4-dihydroxyphenylacetate

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With (C4H9)NBH4 In tetrahydrofuran; dichloromethane at 20℃; for 2h;99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 60℃; for 8h;90%
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Reduction; Heating;79%
2-<3,4-bis(benzyloxy)phenyl>ethanol
96826-11-8

2-<3,4-bis(benzyloxy)phenyl>ethanol

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In tetrahydrofuran for 3h;98%
With hydrogen; palladium 10% on activated carbon In ethyl acetate at 20℃; for 2h; Inert atmosphere;96%
With palladium on activated charcoal; hydrogen In ethanol under 3800.26 Torr; for 24h;
2-(3,4-dihydroxyphenyl)acetic acid methyl ester
25379-88-8

2-(3,4-dihydroxyphenyl)acetic acid methyl ester

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
Stage #1: 2-(3,4-dihydroxyphenyl)acetic acid methyl ester With sodium tetrahydroborate In water at 0 - 24.5℃; for 8.16667h;
Stage #2: With hydrogenchloride; water at 0 - 5℃; for 0.25h; Product distribution / selectivity;
97%
Stage #1: 2-(3,4-dihydroxyphenyl)acetic acid methyl ester With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3.33333h; Heating / reflux;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0℃; for 0.333333h; Product distribution / selectivity;
96.7%
Stage #1: 2-(3,4-dihydroxyphenyl)acetic acid methyl ester With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3.33333h; Heating / reflux;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0℃; for 0.333333h;
96.7%
2-(2,2-dimethylbenzo[d][1,3]dioxol-5-yl)ethan-1-ol
119054-91-0

2-(2,2-dimethylbenzo[d][1,3]dioxol-5-yl)ethan-1-ol

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With Amberlyst 15 In methanol for 3h; Heating;97%
Stage #1: 2-(2,2-dimethylbenzo[d][1,3]dioxol-5-yl)ethan-1-ol With water; acetic acid at 120℃; for 20h;
Stage #2: With water; sodium hydroxide In ethanol at 20℃; for 3h;
Stage #3: With hydrogenchloride In ethanol; water
94%
With Amberlyst 15 In methanol for 8h; Reflux;78%
2-(3,4-dihydroxyphenyl)ethyl acetate
69039-02-7

2-(3,4-dihydroxyphenyl)ethyl acetate

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane at 20℃; for 24h;96%
With hydrogenchloride In dichloromethane at 20℃; for 24h;95%
With hydrogenchloride In dichloromethane at 20℃; for 12h;94%
2-(3,4-dimethoxyphenyl)ethyl alcohol
7417-21-2

2-(3,4-dimethoxyphenyl)ethyl alcohol

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
Stage #1: 2-(3,4-dimethoxyphenyl)ethyl alcohol With aluminum (III) chloride In ethanethiol at 0 - 20℃; for 17h;
Stage #2: With hydrogenchloride; water In ethanethiol Cooling with ice;
95%
With aluminium trichloride In benzene Heating;
1,2-dibenzyloxy-4-(2-benzyloxyvinyl)benzene

1,2-dibenzyloxy-4-(2-benzyloxyvinyl)benzene

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With 10 wt% Pd(OH)2 on carbon; hydrogen In methanol at 70℃; under 2585.81 Torr; for 12h; Solvent; Reagent/catalyst; Pressure; Green chemistry;95%
1-chloro-2-(3,4-dihydroxyphenyl)ethane
104693-00-7

1-chloro-2-(3,4-dihydroxyphenyl)ethane

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With water for 4h; Microwave irradiation;94.8%
homovanillyl alcohol
2380-78-1

homovanillyl alcohol

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
Stage #1: homovanillyl alcohol With aluminum (III) chloride In ethanethiol at 0 - 20℃; for 42h;
Stage #2: With hydrogenchloride; water Cooling with ice;
94.7%
With sodium periodate In water; ethyl acetate Concentration; Reagent/catalyst; Temperature; Solvent; Time;78%
Stage #1: homovanillyl alcohol In tetrahydrofuran at 20℃; Darkness;
Stage #2: With sodium dithionite; water In tetrahydrofuran Darkness; chemoselective reaction;
42%
With polymer-supported IBX In dimethyl carbonate regioselective reaction;
Multi-step reaction with 3 steps
1: acetic acid / 12 h / 50 °C
2: boron tribromide / dichloromethane / -20 °C / Inert atmosphere
3: hydrogenchloride / dichloromethane / 24 h / 20 °C
View Scheme
2-hydroxy-3′,4′-dihydroxyacetophenone
29477-54-1

2-hydroxy-3′,4′-dihydroxyacetophenone

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With water; hydrogen; palladium 10% on activated carbon In ethyl acetate at 40℃; under 3750.38 Torr; for 16h; Product distribution / selectivity;87.8%
With water; hydrogen; palladium 10% on activated carbon In tert-butyl methyl ether at 40℃; under 3750.38 Torr; for 7.5 - 25h; Product distribution / selectivity;87%
With hydrogen; 5% activated charcoal-supported ruthenium catalyst In tert-butyl methyl ether at 40℃; under 3750.38 Torr; Product distribution / selectivity;82.1%
3,4-dihydroxyphenethyl trifluoroacetate
1056355-55-5

3,4-dihydroxyphenethyl trifluoroacetate

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran at 20℃; for 24h; Product distribution / selectivity;87%
Stage #1: 3,4-dihydroxyphenethyl trifluoroacetate With potassium hydroxide; water In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: With hydrogenchloride In water; ethyl acetate Product distribution / selectivity;
80%
3-bromo-4-hydroxyphenylethyl alcohol
196081-78-4

3-bromo-4-hydroxyphenylethyl alcohol

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With water; copper 8-hydroxyquinolinate; potassium hydroxide at 100℃; for 6h; Reagent/catalyst; Temperature;86.52%
Multi-step reaction with 4 steps
1.1: copper(I) bromide; sodium methylate / methanol / 15 h / 100 °C
1.2: 12 h / 20 °C
2.1: acetic acid / 12 h / 50 °C
3.1: boron tribromide / dichloromethane / -20 °C / Inert atmosphere
4.1: hydrogenchloride / dichloromethane / 24 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: copper(I) bromide; sodium methylate / methanol / 15 h / 100 °C
2: acetic acid / 12 h / 50 °C
3: boron tribromide / dichloromethane / -20 °C / Inert atmosphere
4: hydrogenchloride / dichloromethane / 24 h / 20 °C
View Scheme
3-amino-4-hydroxy-phenylethyl acetate

3-amino-4-hydroxy-phenylethyl acetate

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 0 - 70℃; under 750.075 Torr; for 2.5h; Temperature;85.2%
2-(3',4'-dihydroxyphenyl)ethyl methyl carbonate
953422-34-9

2-(3',4'-dihydroxyphenyl)ethyl methyl carbonate

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
Stage #1: 2-(3',4'-dihydroxyphenyl)ethyl methyl carbonate With potassium hydroxide; water In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: With hydrogenchloride In water; ethyl acetate Product distribution / selectivity;
85%
With potassium hydroxide; water In tetrahydrofuran at 20℃; for 0.5h;85%
oleuropeine
32619-42-4

oleuropeine

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With sodium hydroxide for 2h;11%
With sulfuric acid at 37℃; for 3h;
Multi-step reaction with 2 steps
1.1: camphorsulfonic acid; 4 Angstroem molecular sieves / CHCl3 / 6 h / Heating
1.2: 13 mg / aq. NaOH / 2 h / Heating
2.1: 97 percent / Amberlyst 15 / methanol / 3 h / Heating
View Scheme
methanol
67-56-1

methanol

2′-acetylacteoside
94492-24-7

2′-acetylacteoside

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

Methyl caffeate
3843-74-1, 67667-67-8

Methyl caffeate

Conditions
ConditionsYield
With acetyl chloride for 0.5h; Heating;
methanol
67-56-1

methanol

2'-acetylisoacteoside
112516-04-8

2'-acetylisoacteoside

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

Methyl caffeate
3843-74-1, 67667-67-8

Methyl caffeate

Conditions
ConditionsYield
With acetyl chloride for 0.5h; Product distribution; Heating;
methanol
67-56-1

methanol

2-(3,4-dihydroxyphenyl)-ethyl O-α-L-rhamnopyranosyl-(1->3)-O-[β-D-clucopyranosyl-(1->6)]-2-O-acetyl-4-O-[(E)-caffeoyl]-β-D-glucopyranoside
112516-05-9

2-(3,4-dihydroxyphenyl)-ethyl O-α-L-rhamnopyranosyl-(1->3)-O-[β-D-clucopyranosyl-(1->6)]-2-O-acetyl-4-O-[(E)-caffeoyl]-β-D-glucopyranoside

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

Methyl caffeate
3843-74-1, 67667-67-8

Methyl caffeate

Conditions
ConditionsYield
With acetyl chloride for 0.5h; Product distribution; Heating;
methanol
67-56-1

methanol

tubuloside D
112503-94-3

tubuloside D

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

methyl 4-hydroxycinnamate
3943-97-3

methyl 4-hydroxycinnamate

Conditions
ConditionsYield
With acetyl chloride for 0.5h; Product distribution; Heating;
methanol
67-56-1

methanol

tubuloside C
112503-95-4

tubuloside C

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

Methyl caffeate
3843-74-1, 67667-67-8

Methyl caffeate

Conditions
ConditionsYield
With acetyl chloride for 0.5h; Product distribution; Heating;
methanol
67-56-1

methanol

jionoside E

jionoside E

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

methyl 4-hydroxycinnamate
3943-97-3

methyl 4-hydroxycinnamate

Conditions
ConditionsYield
pivaloyl chloride at 80℃; for 3h;
multifloroside
131836-10-7

multifloroside

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With sodium hydroxide for 3.5h; Ambient temperature; Yield given;
cis-verbascoside
97747-56-3

cis-verbascoside

A

D-Glucose
2280-44-6

D-Glucose

B

L-rhamnose
73-34-7

L-rhamnose

C

caffeic acid
331-39-5

caffeic acid

D

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide 1.) MeOH, H2O, reflux, 3 h; 2.) MeOH, H2O, reflux;
(3,4-Diacetoxy-phenyl)-acetic acid methyl ester
35400-16-9

(3,4-Diacetoxy-phenyl)-acetic acid methyl ester

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With lithium aluminium tetrahydride
forsythiaside
79916-77-1

forsythiaside

A

D-Glucose
2280-44-6

D-Glucose

B

L-rhamnose
73-34-7

L-rhamnose

C

caffeic acid
331-39-5

caffeic acid

D

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide Ambient temperature; hydrolysis;
rossicaside A
112664-03-6

rossicaside A

A

caffeic acid
331-39-5

caffeic acid

B

hydroxytyrosol
10597-60-1

hydroxytyrosol

Conditions
ConditionsYield
With hesperidinase In water at 32℃; for 48h; Product distribution;
acetyl chloride
75-36-5

acetyl chloride

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

Methyl caffeate
3843-74-1, 67667-67-8

Methyl caffeate

Conditions
ConditionsYield
In methanol for 0.5h; Heating; Title compound not separated from byproducts;
echinacoside
737806-07-4

echinacoside

acetyl chloride
75-36-5

acetyl chloride

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

Methyl caffeate
3843-74-1, 67667-67-8

Methyl caffeate

Conditions
ConditionsYield
In methanol for 0.5h; Heating; Title compound not separated from byproducts;
3,4-dihydroxyphenylacetate
102-32-9

3,4-dihydroxyphenylacetate

A

hydroxytyrosol
10597-60-1

hydroxytyrosol

B

3,4-dihydroxyphenylic acid ester of 2-(3,4-dihydroxyphenyl)ethanol

3,4-dihydroxyphenylic acid ester of 2-(3,4-dihydroxyphenyl)ethanol

Conditions
ConditionsYield
With sodium tetrahydroborate; diazomethyl-trimethyl-silane 1.) methanol, ether, hexane, RT, 0.5 h, 2.) methanol, ether, hexane, water, 0 deg C, 1.5 h; Yield given; Multistep reaction. Yields of byproduct given;
hydroxytyrosol
10597-60-1

hydroxytyrosol

acetic anhydride
108-24-7

acetic anhydride

2-(3,4-diacetoxyphenyl)-ethyl acetate
86214-97-3

2-(3,4-diacetoxyphenyl)-ethyl acetate

Conditions
ConditionsYield
In neat (no solvent) Molecular sieve; Microwave irradiation; Green chemistry;100%
With erbium(III) triflate at 20℃; for 2h; Inert atmosphere;80%
With pyridine; dmap In tetrahydrofuran at 20℃; for 7h;75%
hydroxytyrosol
10597-60-1

hydroxytyrosol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

C26H52O3Si3

C26H52O3Si3

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h;100%
vinyl octanoate
818-44-0

vinyl octanoate

hydroxytyrosol
10597-60-1

hydroxytyrosol

octanoic acid-3,4-dihydroxyphenylethyl ester
205241-38-9

octanoic acid-3,4-dihydroxyphenylethyl ester

Conditions
ConditionsYield
With Candida antarctica lipase In tert-butyl methyl ether at 40℃; for 1h; Enzymatic reaction;99%
With Novozym 435 at 40℃; for 1h; Enzymatic reaction;
With Candida antarctica lipase In tert-butyl methyl ether at 60℃; Enzymatic reaction;
hydroxytyrosol
10597-60-1

hydroxytyrosol

C8H7(2)H3O3

C8H7(2)H3O3

Conditions
ConditionsYield
With Amberlyst 15; water-d2 at 90℃; for 24h;98%
With Amberlyst 15; water-d2 at 90℃; for 24h; Substitution;
With nafion resin; water-d2 at 90℃; for 24h;
hydroxytyrosol
10597-60-1

hydroxytyrosol

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

1-(p-methoxyphenyl)-6,7-dihydroxyisochroman

1-(p-methoxyphenyl)-6,7-dihydroxyisochroman

Conditions
ConditionsYield
With molecular sieve; toluene-4-sulfonic acid In methanol at 4℃; for 24h; oxa-Pictet Spengler reaction;98%
With toluene-4-sulfonic acid In methanol at 4℃; for 24h;80%
for 0.166667h; oxa-Pictet-Spengler cyclisation;
hydroxytyrosol
10597-60-1

hydroxytyrosol

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

1-(m-hydroxyphenyl)-6,7-dihydroxyisochroman

1-(m-hydroxyphenyl)-6,7-dihydroxyisochroman

Conditions
ConditionsYield
With molecular sieve; toluene-4-sulfonic acid In methanol at 4℃; for 24h; oxa-Pictet Spengler reaction;98%
With toluene-4-sulfonic acid In methanol at 4℃; for 24h;80%
hydroxytyrosol
10597-60-1

hydroxytyrosol

acetone
67-64-1

acetone

6,7-dihydroxy-1,1-dimethylisochromane

6,7-dihydroxy-1,1-dimethylisochromane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 2h; Pictet-Spengler Synthesis; Reflux;98%
With toluene-4-sulfonic acid In methanol for 2h; Pictet-Spengler Synthesis; Reflux;98%
With toluene-4-sulfonic acid In methanol for 2h; Pictet-Spengler Synthesis; Reflux;98%
hexadecanoic acid ethyl ester
628-97-7

hexadecanoic acid ethyl ester

hydroxytyrosol
10597-60-1

hydroxytyrosol

palmitic acid-3,4-dihydroxyphenylethyl ester

palmitic acid-3,4-dihydroxyphenylethyl ester

Conditions
ConditionsYield
With Novozym 435 at 37℃;98%
hydroxytyrosol
10597-60-1

hydroxytyrosol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2-(3',4'-dihydroxyphenyl)ethyl methyl carbonate
953422-34-9

2-(3',4'-dihydroxyphenyl)ethyl methyl carbonate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 90℃; for 1h;98%
With sulfuric acid
hydroxytyrosol
10597-60-1

hydroxytyrosol

Hexanoyl chloride
142-61-0

Hexanoyl chloride

3-hydroxytyrosol trihexanoate

3-hydroxytyrosol trihexanoate

Conditions
ConditionsYield
With pyridine In toluene at 20℃; Cooling with ice;98%
In toluene for 0.75h; Cooling with ice;72%
hydroxytyrosol
10597-60-1

hydroxytyrosol

C8H7(3)H3O3

C8H7(3)H3O3

Conditions
ConditionsYield
With Amberlyst 15; tritium oxide at 90℃; for 24h;97%
vinyl n-butyrate
123-20-6

vinyl n-butyrate

hydroxytyrosol
10597-60-1

hydroxytyrosol

butyric acid-3,4-dihydroxyphenylethyl ester

butyric acid-3,4-dihydroxyphenylethyl ester

Conditions
ConditionsYield
With Candida antarctica lipase In various solvent(s) at 40℃; for 0.583333h;96.5%
With Novozym 435 at 40℃; for 1h; Enzymatic reaction;
With Candida antarctica lipase In tert-butyl methyl ether at 60℃; Enzymatic reaction;
vinyl propionate
105-38-4

vinyl propionate

hydroxytyrosol
10597-60-1

hydroxytyrosol

propionic acid 2-(3,4-dihydroxyphenyl)ethyl ester

propionic acid 2-(3,4-dihydroxyphenyl)ethyl ester

Conditions
ConditionsYield
With Candida antarctica lipase In various solvent(s) at 40℃; for 0.583333h;95.1%
hydroxytyrosol
10597-60-1

hydroxytyrosol

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

1-(3-nitro-phenyl)-isochroman-6,7-diol

1-(3-nitro-phenyl)-isochroman-6,7-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 4℃; for 24h;95%
hydroxytyrosol
10597-60-1

hydroxytyrosol

benzaldehyde
100-52-7

benzaldehyde

1-phenyl-6,7-dihydroxyisochroman

1-phenyl-6,7-dihydroxyisochroman

Conditions
ConditionsYield
With molecular sieve; toluene-4-sulfonic acid In methanol at 4℃; for 24h; oxa-Pictet Spengler reaction;95%
With toluene-4-sulfonic acid In methanol at 4℃; for 24h;60%
With sulfuric acid at 20℃; for 2.5h;55%
for 0.166667h; oxa-Pictet-Spengler cyclisation;
nonan-1-al
124-19-6

nonan-1-al

hydroxytyrosol
10597-60-1

hydroxytyrosol

1-(1'-octyl)-6,7-dihydroxyisochroman

1-(1'-octyl)-6,7-dihydroxyisochroman

Conditions
ConditionsYield
With molecular sieve; toluene-4-sulfonic acid In methanol at 4℃; for 24h; oxa-Pictet Spengler reaction;95%
for 0.166667h; oxa-Pictet-Spengler cyclisation;
hydroxytyrosol
10597-60-1

hydroxytyrosol

propionaldehyde
123-38-6

propionaldehyde

1-ethyl-6,7-dihydroxyisochroman

1-ethyl-6,7-dihydroxyisochroman

Conditions
ConditionsYield
With molecular sieve; toluene-4-sulfonic acid In methanol at 4℃; for 24h; oxa-Pictet Spengler reaction;95%
vinyl acetate
108-05-4

vinyl acetate

hydroxytyrosol
10597-60-1

hydroxytyrosol

2-(3,4-dihydroxyphenyl)ethyl acetate
69039-02-7

2-(3,4-dihydroxyphenyl)ethyl acetate

Conditions
ConditionsYield
With Candida antarctica lipase In various solvent(s) at 40℃; for 0.583333h;95%
With Novozym 435 at 40℃; for 1h; Enzymatic reaction;
hydroxytyrosol
10597-60-1

hydroxytyrosol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

3,4-dihydroxyphenethyl methyl ether
1156543-91-7

3,4-dihydroxyphenethyl methyl ether

Conditions
ConditionsYield
With Amberlyst 15 for 12h; Reflux;95%
stearic acid ethyl ester
111-61-5

stearic acid ethyl ester

hydroxytyrosol
10597-60-1

hydroxytyrosol

2-(3,4-dihydroxyphenyl)-ethyl stearate

2-(3,4-dihydroxyphenyl)-ethyl stearate

Conditions
ConditionsYield
With Novozym 435 at 37℃;94%

3,4-Dihydroxyphenylethanol Specification

The CAS registry number of 3,4-Dihydroxyphenylethanol is 10597-60-1. The IUPAC name is 4-(2-hydroxyethyl)benzene-1,2-diol. In addition, the molecular formula is C8H10O3. What's more, it is a phytochemical with antioxidant properties. In nature, it is found in olive leaf which is used for medical purposes. It also exists in olive oil. Besides, it is used in the synthesis of cardiovascular drugs.

Physical properties about 3,4-Dihydroxyphenylethanol are: (1)ACD/LogP: 0.115; (2)ACD/LogD (pH 5.5): 0.12; (3)ACD/LogD (pH 7.4): 0.11; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 27.51; (7)ACD/KOC (pH 7.4): 27.33; (8)#H bond acceptors: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.623; (12)Molar Refractivity: 41.1 cm3; (13)Molar Volume: 116.616 cm3 ; (14)Polarizability: 16.293 10-24cm3; (15)Surface Tension: 64.6119995117188 dyne/cm; (16)Density: 1.322 g/cm3; (17)Flash Point: 182.611 °C; (18)Enthalpy of Vaporization: 63.374 kJ/mol; (19)Boiling Point: 355.431 °C at 760 mmHg

Preparation of 3,4-Dihydroxyphenylethanol: it can be prepared by (3,4-dihydroxy-phenyl)-acetic acid. This reaction will need reagent (C4H9)NBH4, and solvents CH2Cl2 and tetrahydrofuran. The reaction time is 2 hours at reaction temperature of 20 °C. The yield is about 99%.

3,4-Dihydroxyphenylethanol can be prepared by (3,4-dihydroxy-phenyl)-acetic acid

Uses of 3,4-Dihydroxyphenylethanol: it is used to prevent and control lung cancer, breast cancer, ovarian cancer and prostate cancer. And it has been demonstrated to be a monoamine oxidase inhibitor (MAOI). In addition, it can react with 3-methyl-butan-2-one to get 1-isopropyl-1-methyl-isochroman-6,7-diol. This reaction will need reagent p-toluenesulfonic acid and solvent methanol. The reaction time is 48 hours at reaction temperature of 4 °C. The yield is about 35%.

3,4-Dihydroxyphenylethanol can react with 3-methyl-butan-2-one to get 1-isopropyl-1-methyl-isochroman-6,7-diol

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1ccc(cc1O)CCO
(2)InChI: InChI=1/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
(3)InChIKey: JUUBCHWRXWPFFH-UHFFFAOYAM

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