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Benzenehexanoic acid
Cas No: 5581-75-9
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6-Phenylhexanoic acid
Cas No: 5581-75-9
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6-Phenylhexanoic acid
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6-PHENYLHEXANOIC ACID CAS NO.: 5581-75-9
Cas No: 5581-75-9
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Benzenehexanoic acid
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6-PHENYLHEXANOIC ACID
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6-PHENYLHEXANOIC ACID
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Benzenehexanoic acid
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5581-75-9 Usage

Chemical Properties

White Solid
InChI:InChI=1/C12H16O2/c13-12(14)10-6-2-5-9-11-7-3-1-4-8-11/h1,3-4,7-8H,2,5-6,9-10H2,(H,13,14)/p-1

5581-75-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A11187)  6-Phenylhexanoic acid, 98+%    5581-75-9 1g 456.0CNY Detail
Alfa Aesar (A11187)  6-Phenylhexanoic acid, 98+%    5581-75-9 5g 1807.0CNY Detail
Alfa Aesar (A11187)  6-Phenylhexanoic acid, 98+%    5581-75-9 25g 7604.0CNY Detail

5581-75-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-PHENYLHEXANOIC ACID

1.2 Other means of identification

Product number -
Other names Benzenehexanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5581-75-9 SDS

5581-75-9Synthetic route

trans 6-phenyl-5-hexenoic acid
16424-56-9

trans 6-phenyl-5-hexenoic acid

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate at 25℃; under 1551.4 Torr; for 1h;95%
With platinum(IV) oxide; hydrogen In tetrahydrofuran at 20℃; for 1h;
6-phenyl-1-hexanol
2430-16-2

6-phenyl-1-hexanol

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; water; sodium hydrogencarbonate at 80℃; under 600.06 Torr; for 9h; Reagent/catalyst; Time;95%
1-Diazo-6-phenylhexan-2-one
129866-61-1

1-Diazo-6-phenylhexan-2-one

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With lithium perchlorate In acetonitrile at 26.85℃; Wolff rearrangement; Electrochemical reaction;94%
With silver nanocluster In 1,4-dioxane; water at 60℃;92%
glutaric anhydride,
108-55-4

glutaric anhydride,

1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); zinc In N,N-dimethyl acetamide at 80℃; for 12h;90%
(RS)-2-phenylcyclohexanone
1444-65-1

(RS)-2-phenylcyclohexanone

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With oxygen; vanadium(V) oxychloride In acetic acid at 65℃; for 52h;81%
With potassium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene Reflux;78%
6-phenyl-1-hexanol
2430-16-2

6-phenyl-1-hexanol

A

pentylbenzene
538-68-1

pentylbenzene

B

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With 10% rhodium on carbon; water; sodium hydroxide at 100℃; under 675.068 Torr; for 6h; Pressure;A 11%
B 80%
C14H17Cl3O2

C14H17Cl3O2

A

6-phenylhexanoic acid 2,2-dichloroethyl ester

6-phenylhexanoic acid 2,2-dichloroethyl ester

B

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With indium; ammonium chloride In tetrahydrofuran for 24h; Heating;A 60%
B 27%
6-oxo-6-phenyl-hexanoic acid methyl ester
21876-11-9

6-oxo-6-phenyl-hexanoic acid methyl ester

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With hydrazine hydrate56%
Multi-step reaction with 2 steps
1: aq. NaOH / acetone / 25 °C / other temp., ΔΔH excit., ΔΔS excit.
View Scheme
carbon dioxide
124-38-9

carbon dioxide

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With rubidium carbonate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; (6,6’-dimethyl-2,2'-bipyridine)nickel(II) dibromide In N,N-dimethyl-formamide at 10℃; under 750.075 Torr; for 20h; Schlenk technique; Sealed tube; Irradiation;52%
6-phenyl-1-hexanol
2430-16-2

6-phenyl-1-hexanol

A

pentylbenzene
538-68-1

pentylbenzene

B

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

C

1-pentenylbenzene
826-18-6

1-pentenylbenzene

Conditions
ConditionsYield
With 10% rhodium on carbon; sodium hydroxide In water at 100℃; for 24h; Inert atmosphere;A n/a
B 50%
C n/a
6-phenyl-1-hexanol
2430-16-2

6-phenyl-1-hexanol

A

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

B

6-phenylhexanal
16387-61-4

6-phenylhexanal

Conditions
ConditionsYield
With palladium 10% on activated carbon; water; sodium hydrogencarbonate at 80℃; under 600.06 Torr; for 6h;A 19%
B 7%
sodium diethylmalonate
996-82-7, 34727-00-9, 73177-21-6

sodium diethylmalonate

1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

5-benzylthiophene-2-carboxylic acid
13132-16-6

5-benzylthiophene-2-carboxylic acid

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With alkaline solution; nickel
6-phenylhexanenitrile
17777-31-0

6-phenylhexanenitrile

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With potassium hydroxide
5-benzoylvaleric acid
4144-62-1

5-benzoylvaleric acid

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc Verseifung und Behandlung des Reaktionsprodukts mit Wasserstoff in Alkohol bei Gegenwart von kolloidalem Palladium;
With hydrogenchloride; mercury; zinc
With triethylsilane; trifluoroacetic acid
rac-(2-phenylbutyl)propanedioic acid
97025-01-9

rac-(2-phenylbutyl)propanedioic acid

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
at 160℃;
4-oxo-6-phenylhexanoic acid
13122-67-3

4-oxo-6-phenylhexanoic acid

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc
ethyl 6-oxo-6-phenylhexanoate
4248-25-3

ethyl 6-oxo-6-phenylhexanoate

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With potassium hydroxide; hydrazine hydrate; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol
6-phenyl-hexanoic acid methyl ester
5581-76-0

6-phenyl-hexanoic acid methyl ester

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With sodium hydroxide In acetone at 25℃; Kinetics; Thermodynamic data; other temp., ΔH excit., ΔS excit.;
With sodium hydroxide In tetrahydrofuran; water at 20℃;541 mg
peracide phenyl-6 hexanoique
62103-18-8

peracide phenyl-6 hexanoique

A

phenyl butyl ketone
1009-14-9

phenyl butyl ketone

B

1-Phenyl-1-pentanol
583-03-9

1-Phenyl-1-pentanol

C

5-phenylpentan-1-ol
10521-91-2

5-phenylpentan-1-ol

D

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
In n-heptane at 98℃; Further byproducts given;A 0.01 mol
B 0.19 mol
C 0.20 mol
D 0.18 mol
peracide phenyl-6 hexanoique
62103-18-8

peracide phenyl-6 hexanoique

A

phenyl butyl ketone
1009-14-9

phenyl butyl ketone

B

1-Phenyl-1-pentanol
583-03-9

1-Phenyl-1-pentanol

C

5-phenylpentan-1-ol
10521-91-2

5-phenylpentan-1-ol

D

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

E

5-Phenylpentanoic acid
2270-20-4

5-Phenylpentanoic acid

Conditions
ConditionsYield
In n-heptane at 98℃; Mechanism; Product distribution;A 0.01 mol
B 0.19 mol
C 0.20 mol
D 0.18 mol
E 0.01 mol
peracide phenyl-6 hexanoique
62103-18-8

peracide phenyl-6 hexanoique

A

1-Phenyl-1-pentanol
583-03-9

1-Phenyl-1-pentanol

B

5-phenylpentan-1-ol
10521-91-2

5-phenylpentan-1-ol

C

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

D

5-Phenylpentanoic acid
2270-20-4

5-Phenylpentanoic acid

Conditions
ConditionsYield
In n-heptane at 98℃; Further byproducts given;A 0.19 mol
B 0.20 mol
C 0.18 mol
D 0.01 mol
peracide phenyl-7 heptanoique
62103-19-9

peracide phenyl-7 heptanoique

A

6-phenyl-1-hexanol
2430-16-2

6-phenyl-1-hexanol

B

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

C

7-phenylheptanoic acid
40228-90-8

7-phenylheptanoic acid

D

1-phenyl-2-hexanone
25870-62-6

1-phenyl-2-hexanone

E

1-phenylhexan-1-ol
4471-05-0

1-phenylhexan-1-ol

F

(+/-)-1-phenylhexan-2-ol
25755-72-0

(+/-)-1-phenylhexan-2-ol

Conditions
ConditionsYield
In hexane at 69℃; Mechanism; Product distribution;A 0.38 mol
B 0.02 mol
C 0.27 mol
D n/a
E 0.13 mol
F 0.04 mol
peracide phenyl-7 heptanoique
62103-19-9

peracide phenyl-7 heptanoique

A

6-phenyl-1-hexanol
2430-16-2

6-phenyl-1-hexanol

B

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

C

7-phenylheptanoic acid
40228-90-8

7-phenylheptanoic acid

D

1-phenylhexan-1-ol
4471-05-0

1-phenylhexan-1-ol

Conditions
ConditionsYield
In hexane at 69℃; Further byproducts given;A 0.38 mol
B 0.02 mol
C 0.27 mol
D 0.13 mol
6-chlorohexanoic acid
4224-62-8

6-chlorohexanoic acid

benzene
71-43-2

benzene

A

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

B

4-phenylhexanoic acid
5354-04-1

4-phenylhexanoic acid

C

5-phenylhexanoic acid
2972-25-0

5-phenylhexanoic acid

Conditions
ConditionsYield
With aluminium trichloride Product distribution; degree of isomerization of the alkyl chain;A 42 % Chromat.
B 1 % Chromat.
C 57 % Chromat.
5-oxo-6-phenylhexanoic acid
40564-60-1

5-oxo-6-phenylhexanoic acid

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With hydrazine Heating;
d-benzyl-levulinic acid

d-benzyl-levulinic acid

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
With sodium ethanolate; hydrazine hydrate at 180℃;
hydrogenchloride
7647-01-0

hydrogenchloride

ethyl 6-oxo-6-phenylhexanoate
4248-25-3

ethyl 6-oxo-6-phenylhexanoate

amalgamated zinc

amalgamated zinc

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
Verseifen des Reaktionsprodukts;
methyl adipoyl chloride
35444-44-1

methyl adipoyl chloride

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 53 percent
2: 56 percent / hydrazine hydrate, base
View Scheme
Multi-step reaction with 3 steps
1: 77 percent / AlCl3
2: aq. NaOH / acetone / 25 °C / other temp., ΔΔH excit., ΔΔS excit.
View Scheme
methanol
67-56-1

methanol

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

6-phenyl-hexanoic acid methyl ester
5581-76-0

6-phenyl-hexanoic acid methyl ester

Conditions
ConditionsYield
With chloro-trimethyl-silane at 0 - 20℃; for 4h; Inert atmosphere;100%
trioctyl(propyl-3-sulfonic acid)ammonium bis(trifluoromethylsulfonyl)imide In water at 90℃; for 24h;80%
With chloro-trimethyl-silane at 0℃;2.88 g
With hydrogenchloride In methanol for 24h; Heating / reflux;
With sulfuric acid for 3h; Reflux;
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

N-butyl-3-formamido-2-hydroxybenzamide
2843-26-7

N-butyl-3-formamido-2-hydroxybenzamide

N-butyl-2-hydroxy-3-(6-phenylhexanamido)benzamide

N-butyl-2-hydroxy-3-(6-phenylhexanamido)benzamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;99%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

6-phenyl-hexanoic acid methyl ester
5581-76-0

6-phenyl-hexanoic acid methyl ester

Conditions
ConditionsYield
In diethyl ether at 20℃; for 1h; Inert atmosphere;96%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

6-phenylhexanoyl chloride
21389-46-8

6-phenylhexanoyl chloride

Conditions
ConditionsYield
With thionyl chloride94%
With phosphorus pentachloride
With thionyl chloride; benzene
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

hexylbenzene
1077-16-3

hexylbenzene

Conditions
ConditionsYield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃;93%
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h;93%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

2-(1-(3-((tert-butyldimethylsilyl)oxy)propyl)-1H-1,2,3-triazol-4-yl)-7-azabicyclo[2.2.1]heptane

2-(1-(3-((tert-butyldimethylsilyl)oxy)propyl)-1H-1,2,3-triazol-4-yl)-7-azabicyclo[2.2.1]heptane

1-(2-(1-(3-((tert-butyldimethylsilyl)oxy)propyl)-1H-1,2,3-triazol-4-yl)-7-azabicyclo[2.2.1]heptan-7-yl)-6-phenylhexan-1-one

1-(2-(1-(3-((tert-butyldimethylsilyl)oxy)propyl)-1H-1,2,3-triazol-4-yl)-7-azabicyclo[2.2.1]heptan-7-yl)-6-phenylhexan-1-one

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃;91.6%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

6-phenyl-1-hexanol
2430-16-2

6-phenyl-1-hexanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 25℃; for 4h;91%
Multi-step reaction with 2 steps
1: 2.88 g / TMSCl / 0 °C
2: 76 percent / DIBAL-H / tetrahydrofuran; toluene / 2 h / 0 °C
View Scheme
With diborane In tetrahydrofuran
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

C12H15O5S(1-)*0.5Ca(2+)

C12H15O5S(1-)*0.5Ca(2+)

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 2h;85%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

(2S,3S,4R)-2-amino-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)octadec-6-ene-1,3,4-triol
1541195-83-8

(2S,3S,4R)-2-amino-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)octadec-6-ene-1,3,4-triol

(2S,3S,4R)-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-2-(6-phenylhexanoylamino)octadec-6-ene-1,3,4-triol
1541195-84-9

(2S,3S,4R)-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-2-(6-phenylhexanoylamino)octadec-6-ene-1,3,4-triol

Conditions
ConditionsYield
Stage #1: 6-phenylhexanic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide for 0.5h;
Stage #2: (2S,3S,4R)-2-amino-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)octadec-6-ene-1,3,4-triol With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 18h;
85%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

((1R,5S)-1-(3-methylbut-2-en-1-yl)-7-oxo-6-oxabicyclo[3.2.0]hept-2-en-3-yl)methyl-6-phenylhexanoate

((1R,5S)-1-(3-methylbut-2-en-1-yl)-7-oxo-6-oxabicyclo[3.2.0]hept-2-en-3-yl)methyl-6-phenylhexanoate

Conditions
ConditionsYield
With thionyl chloride In dichloromethane at 20℃; for 5h; Inert atmosphere;85%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

C28H44N4O8*C2HF3O2

C28H44N4O8*C2HF3O2

C40H58N4O9

C40H58N4O9

Conditions
ConditionsYield
Stage #1: 6-phenylhexanic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: C28H44N4O8*C2HF3O2 With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;
84%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

2-hydroxymethyl-18-crown-6
70069-04-4

2-hydroxymethyl-18-crown-6

(1,4,7,10,13,16-hexaoxacyclooctadecan-2-yl)methyl 6-phenylhexanoate

(1,4,7,10,13,16-hexaoxacyclooctadecan-2-yl)methyl 6-phenylhexanoate

Conditions
ConditionsYield
With dmap; silica gel; dicyclohexyl-carbodiimide at 20℃; for 24h; Steglich Esterification; Inert atmosphere;79%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

trans-4-hydroxycyclohexylamine
27489-62-9

trans-4-hydroxycyclohexylamine

N-(trans-4-hydroxycyclohexyl)-6-phenylhexanamide

N-(trans-4-hydroxycyclohexyl)-6-phenylhexanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 16h;77.8%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 10℃; for 10h;15.3%
tert-butyl (4-aminocyclohexyl)carbamate
195314-59-1

tert-butyl (4-aminocyclohexyl)carbamate

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

tert-butyl (4-(6-phenylhexanamido)cyclohexyl)carbamate

tert-butyl (4-(6-phenylhexanamido)cyclohexyl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 12h;77.4%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

C16H19NO4
1217298-52-6

C16H19NO4

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide at 0 - 20℃; for 8.5h;76%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

1-(tert-butoxycarbonyl)-4-aminopiperidine
87120-72-7

1-(tert-butoxycarbonyl)-4-aminopiperidine

C22H34N2O3

C22H34N2O3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 12h;76%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

7,8,9,10-tetrahydro-6H-benzocycloocten-5-one
829-14-1

7,8,9,10-tetrahydro-6H-benzocycloocten-5-one

Conditions
ConditionsYield
Stage #1: 6-phenylhexanic acid With oxalyl dichloride In dichloromethane at 0 - 20℃; for 14h;
Stage #2: With aluminum (III) chloride In dichloromethane for 20.5h; Inert atmosphere;
75%
With PPA
Multi-step reaction with 2 steps
1: SOCl2
2: AlCl3 / CS2
View Scheme
With oxalyl dichloride In dichloromethane at 0 - 20℃; for 1h;
6-(8-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-pyridine-2-sulfonamide
1135871-90-7

6-(8-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-pyridine-2-sulfonamide

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

N-(6-phenyl-hexanoyl)-6-(8-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-pyridine-2-sulfonamide
1135871-94-1

N-(6-phenyl-hexanoyl)-6-(8-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-pyridine-2-sulfonamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h;75%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

C18H17Cl2N5
1431331-65-5

C18H17Cl2N5

C30H31Cl2N5O
1431331-43-9

C30H31Cl2N5O

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 20h;75%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

1-[(R)-1-(tert-butyldimethylsilyloxy)-4-(6-aminoindol-1-yl)-2-butyl]imidazole-4-carboxamide
294862-31-0

1-[(R)-1-(tert-butyldimethylsilyloxy)-4-(6-aminoindol-1-yl)-2-butyl]imidazole-4-carboxamide

1-[(R)-1-(tert-butyldimethylsilyloxy)-4-(6-(6-phenylhexanoylamino)indol-1-yl)-2-butyl]imidazole-4-carboxamide
294862-54-7

1-[(R)-1-(tert-butyldimethylsilyloxy)-4-(6-(6-phenylhexanoylamino)indol-1-yl)-2-butyl]imidazole-4-carboxamide

Conditions
ConditionsYield
Stage #1: 6-phenylhexanic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 0.666667h;
Stage #2: 1-[(R)-1-(tert-butyldimethylsilyloxy)-4-(6-aminoindol-1-yl)-2-butyl]imidazole-4-carboxamide In dichloromethane at 20℃; for 4h;
74.8%
phenyl sulfamate
19792-91-7

phenyl sulfamate

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

phenyl (6-phenylhexanoyl)sulfamate
1393590-22-1

phenyl (6-phenylhexanoyl)sulfamate

Conditions
ConditionsYield
Stage #1: 6-phenylhexanic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 0.75h; Inert atmosphere;
Stage #2: phenyl sulfamate With dmap; triethylamine In dichloromethane; N,N-dimethyl-formamide Inert atmosphere;
74%
(3,5-dichloropyridin-4-yl)hydrazine
153708-69-1

(3,5-dichloropyridin-4-yl)hydrazine

6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

N'-(3,5-dichloropyridin-4-yl)-6-phenylhexanehydrazide
1370286-94-4

N'-(3,5-dichloropyridin-4-yl)-6-phenylhexanehydrazide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;71%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

(E)-6-phenyl-2-hexenoic acid
84299-18-3

(E)-6-phenyl-2-hexenoic acid

Conditions
ConditionsYield
Stage #1: 6-phenylhexanic acid With Zn(2,2,6,6-tetramethylpiperidine)2*2LiCl In tetrahydrofuran at -40℃; for 1.5h; Inert atmosphere; Sealed tube;
Stage #2: With bis(η3-allyl-μ-chloropalladium(II)); Allyl acetate In tetrahydrofuran at -40 - 60℃; for 3h; Inert atmosphere; Sealed tube; diastereoselective reaction;
69%
6-phenylhexanic acid
5581-75-9

6-phenylhexanic acid

cis-4-aminocyclohexanol
6850-65-3, 27489-62-9, 40525-78-8

cis-4-aminocyclohexanol

N-(cis-4-hydroxycyclohexyl)-6-phenylhexanamide

N-(cis-4-hydroxycyclohexyl)-6-phenylhexanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 16h;67.4%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 10℃; for 10h;15.3%

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