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2067-33-6

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2067-33-6 Usage

Chemical Properties

yellowish to light brown crystals or cryst. powder

Uses

Different sources of media describe the Uses of 2067-33-6 differently. You can refer to the following data:
1. 5-Bromovaleric acid is used in the synthesis of inhibitors for aminoglycoside resistant bacteria. 5-Bromovaleric acid is also used in the preparation of sequence specific base pair mimics as topoisomerase IB inhibitors.
2. 5-Bromovaleric acid was used in the preparation of:5-(3-dimethylammonio)propylammonio pentanoate bromide via reaction with 1,1-dimethyl-1,3-propylenediaminenanodiamond functionalized by carboxylic acid groupswater-soluble nanoplatelets of potassium graphite

Purification Methods

Crystallise the acid from pet ether. [Beilstein 2 IV 883.]

Check Digit Verification of cas no

The CAS Registry Mumber 2067-33-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,6 and 7 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2067-33:
(6*2)+(5*0)+(4*6)+(3*7)+(2*3)+(1*3)=66
66 % 10 = 6
So 2067-33-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H9BrO2/c6-4-2-1-3-5(7)8/h1-4H2,(H,7,8)/p-1

2067-33-6 Well-known Company Product Price

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  • Alfa Aesar

  • (A11765)  5-Bromovaleric acid, 97%   

  • 2067-33-6

  • 10g

  • 277.0CNY

  • Detail
  • Alfa Aesar

  • (A11765)  5-Bromovaleric acid, 97%   

  • 2067-33-6

  • 100g

  • 1854.0CNY

  • Detail
  • Alfa Aesar

  • (A11765)  5-Bromovaleric acid, 97%   

  • 2067-33-6

  • 250g

  • 2474.0CNY

  • Detail

2067-33-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Bromovaleric acid

1.2 Other means of identification

Product number -
Other names 5-BROMO-N-VALERIC 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:2067-33-6 SDS

2067-33-6Synthetic route

5-bromopentanal
1191-30-6

5-bromopentanal

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen In acetonitrile at 30℃; for 3h; Schlenk technique;95%
With N-hydroxyphthalimide; oxygen In acetonitrile at 30℃; under 760.051 Torr; for 3h; Catalytic behavior; Solvent; Schlenk technique;95%
potassium 5-hydroxypentanoate

potassium 5-hydroxypentanoate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With sulfuric acid; sodium bromide In water at 90 - 95℃; for 8h; Temperature; Concentration;88.9%
3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide; hydrogen bromide In water for 0.166667h; Microwave irradiation;85%
With sulfuric acid; water; hydrogen bromide
With hydrogen bromide
1,4-dioxane
123-91-1

1,4-dioxane

3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

A

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

B

β-(β'-bromoethoxy)ethyl 4-bromovalerate
91034-94-5

β-(β'-bromoethoxy)ethyl 4-bromovalerate

Conditions
ConditionsYield
With hydrogen bromide In water 1) room temp. 1h; 2) 80 degC, 1,5h; 3) room temp. 12h;A 64.12%
B 20.24%
3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

A

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

B

β-(β'-bromoethoxy)ethyl 4-bromovalerate
91034-94-5

β-(β'-bromoethoxy)ethyl 4-bromovalerate

Conditions
ConditionsYield
With hydrogen bromide In 1,4-dioxane; water 1) room temp. 1 h; 2) 80 deg C, 1,5 h; 3) room temp. 12 h;A 64.12%
B 20.24%
5-bromopentan-1-nitrile
5414-21-1

5-bromopentan-1-nitrile

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide for 17h; Heating;38%
With hydrogen bromide
With hydrogen bromide
Multi-step reaction with 2 steps
1: potassium hydroxide
2: water; hydrobromic acid
View Scheme
Multi-step reaction with 2 steps
2: water; hydrobromic acid
View Scheme
pent-4-enoic acid
591-80-0

pent-4-enoic acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide; dibenzoyl peroxide
With ascaridole; hexane; hydrogen bromide
valeric acid
13392-69-3

valeric acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With sulfuric acid; hydrogen bromide
With sulfuric acid; hydrogen bromide Cooling with ice; Heating;
5-hydroxy-pentanenitrile
2427-16-9

5-hydroxy-pentanenitrile

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With water; hydrogen bromide
5-ethoxy-valeronitrile
6067-01-2

5-ethoxy-valeronitrile

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With water; hydrogen bromide
5-bromovaleric acid methyl ester
5454-83-1

5-bromovaleric acid methyl ester

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide
(hydrolysis);
ethyl 2-hydroxyethylpropionate
13107-53-4

ethyl 2-hydroxyethylpropionate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With sulfuric acid; hydrogen bromide zuletzt auf dem Wasserbad;
(4-cyano)butyl acetate
89775-53-1

(4-cyano)butyl acetate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With water; hydrogen bromide
diethyl 2-(3-bromopropane)malonate
10149-21-0

diethyl 2-(3-bromopropane)malonate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide
5-phenoxyvaleric acid
7170-40-3

5-phenoxyvaleric acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide
(3-phenoxypropyl)diethyl propanedioate
6345-89-7

(3-phenoxypropyl)diethyl propanedioate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide
cyclopentanone
120-92-3

cyclopentanone

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With dihydrogen peroxide Behandeln des Reaktionsprodukts in Aether mit einer aus Kupfer(I)-chlorid (oder Eisen(II)-sulfat) und wss.Bromwasserstoffsaeure bereiteten Loesung;
Multi-step reaction with 2 steps
1: 3-chloro-benzenecarboperoxoic acid / chloroform / Reflux
2: hydrogen bromide; sodium bromide; sulfuric acid / 85 - 90 °C
View Scheme
ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
(hydrolysis);
With water; lithium hydroxide In methanol at 20℃; for 0.5h;
cyclopentanone hydroperoxide
18622-31-6

cyclopentanone hydroperoxide

A

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

B

α,α'-dibromocyclopentanone

α,α'-dibromocyclopentanone

C

2-bromocyclopentanone
1056246-36-6

2-bromocyclopentanone

Conditions
ConditionsYield
With hydrogen bromide; sodium bromide; copper(ll) bromide In water at 25℃;A 15.0 g
B 0.4 g
C 0.6 g
C17H34O2Sn
110328-07-9

C17H34O2Sn

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide Irradiation;
δ-iodo-valeric acid

δ-iodo-valeric acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With silver(I) bromide; hydrogen bromide
δ-phenoxy-valeric acid

δ-phenoxy-valeric acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide at 145℃; im geschlossenen Rohr;
pent-4-enoic acid
591-80-0

pent-4-enoic acid

hexane
110-54-3

hexane

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

ascaridole
512-85-6

ascaridole

pent-4-enoic acid
591-80-0

pent-4-enoic acid

hexane
110-54-3

hexane

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

pent-4-enoic acid
591-80-0

pent-4-enoic acid

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

diphenylamine
122-39-4

diphenylamine

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromo-valeric acid alkyl ester

5-bromo-valeric acid alkyl ester

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Conditions
ConditionsYield
With hydrogen bromide; acetic acid
pent-4-enoic acid
591-80-0

pent-4-enoic acid

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

hydroquinone
123-31-9

hydroquinone

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

pent-4-enoic acid
591-80-0

pent-4-enoic acid

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

toluene
108-88-3

toluene

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

pent-4-enoic acid
591-80-0

pent-4-enoic acid

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-iodopentanoic acid
19448-36-3

5-iodopentanoic acid

Conditions
ConditionsYield
With potassium iodide In acetone for 6h; Heating;100%
With acetone; sodium iodide
Multi-step reaction with 2 steps
1: KHS
2: hydriodic acid
View Scheme
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromovaleroyl chloride
4509-90-4

5-bromovaleroyl chloride

Conditions
ConditionsYield
With thionyl chloride100%
With oxalyl dichloride In benzene at 20 - 50℃; Inert atmosphere;98%
With oxalyl dichloride In benzene at 50℃; for 3h;97%
1-[5-(aminomethyl)-2-nitrophenyl]ethanol
138957-91-2

1-[5-(aminomethyl)-2-nitrophenyl]ethanol

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

1-[5-{N-(5-bromopentanoyl)aminomethyl}-2-nitrophenyl]ethanol

1-[5-{N-(5-bromopentanoyl)aminomethyl}-2-nitrophenyl]ethanol

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h;100%
methanol
67-56-1

methanol

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromovaleric acid methyl ester
5454-83-1

5-bromovaleric acid methyl ester

Conditions
ConditionsYield
With acetyl chloride for 5h; Reflux;99%
With hydroxy-substituted sulfonic acid-functionalized silica (HO-SAS) at 110℃; Fischer-Speier Esterification; Flow reactor;99%
With acetyl chloride for 5h; Reflux;99%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-ol

(3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-ol

(3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate
1233938-88-9

(3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-yl 5-bromopentanoate

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.166667h;
Stage #2: (3R,5R)-1-benzyl-5-(hydroxydiphenylmethyl)pyrrolidin-3-ol In dichloromethane at 0℃; for 1.5h; Reflux;
99%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

isobutene
115-11-7

isobutene

tert-butyl 5-bromovalerate
88987-42-2

tert-butyl 5-bromovalerate

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 5h; Addition;98%
With sulfuric acid In dichloromethane for 48h; Ambient temperature;96%
With sulfuric acid at 20℃; for 120h; autoclave;72%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromopentanamide
52534-24-4

5-bromopentanamide

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 40℃; for 2h;
Stage #2: With ammonium hydroxide In tetrahydrofuran at 20℃; for 2h;
98%
Multi-step reaction with 2 steps
1: SOCl2 / 4 h / Heating
2: 28percent NH4OH / H2O / 0.75 h / 0 °C
View Scheme
2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-ol

(3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-ol

(3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-yl 5-(dimethylamino)pentanoate

(3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-yl 5-(dimethylamino)pentanoate

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid; (3Z,13Z)-7-[(3Z)-hex-3-en-1-yl]-10-[(3Z)-non-3-en-1-yl]nonadeca-3,13-dien-9-ol With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 30℃; for 18h;
Stage #2: 2-(N,N-dimethylamino)ethanol In dichloromethane at 80℃; for 5h; Sealed tube;
98%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

Benzophenone oxime
574-66-3

Benzophenone oxime

diphenylmethanone O-(5-bromopentanoyl) oxime

diphenylmethanone O-(5-bromopentanoyl) oxime

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Schlenk technique; Inert atmosphere;98%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3R,5S)-1-benzyl-5-[bis(3,5-dimethylphenyl)(hydroxy)methyl]pyrrolidin-3-ol
1262967-61-2

(3R,5S)-1-benzyl-5-[bis(3,5-dimethylphenyl)(hydroxy)methyl]pyrrolidin-3-ol

{(3R,5S)-1-benzyl-5-[bis(3,5-dimethylphenyl)(hydroxy)methyl]pyrrolidin-3-yl} 5-bromopentanoate
1262967-63-4

{(3R,5S)-1-benzyl-5-[bis(3,5-dimethylphenyl)(hydroxy)methyl]pyrrolidin-3-yl} 5-bromopentanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1.66667h; Reflux;97%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-(nitrooxy)pentanoic acid
74754-56-6

5-(nitrooxy)pentanoic acid

Conditions
ConditionsYield
With silver nitrate In acetonitrile at 70℃; for 16h;96.18%
With silver nitrate In acetonitrile at 20℃; for 48h;89%
With silver nitrate In acetonitrile at 70℃; for 2h; Darkness; Inert atmosphere;77%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With potassium fluoride; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃; for 5h;96%
With Amberlyst A26 (hydrogen carbonate form) 1.) aq. MeOH, 20 deg C, 18 h, 2.) THF, reflux, 18 h; Yield given. Multistep reaction;
With potassium carbonate In water; dimethyl sulfoxide at 50℃; Rate constant;
With 2,3,3-trimethylbenzo[e]indole; potassium iodide In acetonitrile at 80 - 85℃; for 96h;
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

triphenylphosphine
603-35-0

triphenylphosphine

(4-carboxybutyl)triphenylphosphonium bromide
17814-85-6

(4-carboxybutyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 24h;96%
In acetonitrile for 24h; Heating;92%
In toluene for 48h; Inert atmosphere; Reflux;88%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromovaleric acid methyl ester
5454-83-1

5-bromovaleric acid methyl ester

Conditions
ConditionsYield
In diethyl ether for 3h;96%
In diethyl ether
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-bromopentan-1-ol
34626-51-2

5-bromopentan-1-ol

Conditions
ConditionsYield
With dimethylsulfide borane complex96%
With lithium aluminium tetrahydride; sulfuric acid In tetrahydrofuran for 0.25h; T < 2 deg C; Yield given;
With dimethylsulfide; borane
With diphenylsilane; triphenylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In tetrahydrofuran at 20℃; for 48h;63 % Spectr.
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

benzyl alcohol
100-51-6

benzyl alcohol

Benzyl 5-bromovalerate
60343-28-4

Benzyl 5-bromovalerate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Reflux; Dean-Stark;96%
With 4-(dimethylamino)pyridinium tosylate; diisopropyl-carbodiimide95%
Stage #1: 5-bromopentanoic acid With 4-(dimethylamino)pyridinium tosylate; diisopropyl-carbodiimide In dichloromethane at 20℃; for 2h;
Stage #2: benzyl alcohol In dichloromethane
95%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(2S,4R)-4-hydroxy-2-(1-hydroxy-1,1-diphenylmethyl)pyrroline-1-carboxylic acid tert-butyl ester
344791-02-2

(2S,4R)-4-hydroxy-2-(1-hydroxy-1,1-diphenylmethyl)pyrroline-1-carboxylic acid tert-butyl ester

(2S,4R)-tert-butyl 4-((5-bromopentanoyl)oxy)-2-(hydroxydiphenylmethyl)pyrrolidine-1-carboxylate

(2S,4R)-tert-butyl 4-((5-bromopentanoyl)oxy)-2-(hydroxydiphenylmethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1.5h; Reflux;96%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

2,2,2,-trichloroethoxycarbonyl azide

2,2,2,-trichloroethoxycarbonyl azide

2,2,2-trichloroethyl (4-bromobutyl)carbamate

2,2,2-trichloroethyl (4-bromobutyl)carbamate

Conditions
ConditionsYield
With dmap; copper diacetate In acetonitrile at 80℃; for 0.416667h; Schlenk technique; Sealed tube;96%
ethanol
64-17-5

ethanol

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 20 - 22℃; for 45h;95%
sulfuric acid In toluene for 1.5h; Heating;88.5%
With sulfuric acid87%
endo-N-hydroxy-5-norbornene-2,3-dicarboxyimide
21715-90-2

endo-N-hydroxy-5-norbornene-2,3-dicarboxyimide

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

N-hydroxy-5-norbornene-2,3-dicarboximide bromopentanoate
872054-98-3

N-hydroxy-5-norbornene-2,3-dicarboximide bromopentanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide95%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h;
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3R,5S)-1-benzyl-5-[bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl]pyrrolidin-3-ol
1262967-62-3

(3R,5S)-1-benzyl-5-[bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl]pyrrolidin-3-ol

{(3R,5S)-1-benzyl-5-[bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl]pyrrolidin-3-yl} 5-bromopentanoate
1262967-64-5

{(3R,5S)-1-benzyl-5-[bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl]pyrrolidin-3-yl} 5-bromopentanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1.66667h; Reflux;95%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

n-octylmagnesium chloride
38841-98-4

n-octylmagnesium chloride

tridecanoic acid
638-53-9

tridecanoic acid

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: n-octylmagnesium chloride With buta-1,3-diene; nickel dichloride In tetrahydrofuran under 760.051 Torr; for 1h; Inert atmosphere; Cooling with ice;
95%
furan
110-00-9

furan

5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

2-Furyl 4-bromobutyl ketone
86607-63-8

2-Furyl 4-bromobutyl ketone

Conditions
ConditionsYield
With trifluoroacetic anhydride; Duolite ES 467 H+ phosphonic resin In nitromethane at 25℃; for 0.5h;94%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5-mercaptopentanoic acid
30247-98-4

5-mercaptopentanoic acid

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With thiourea In ethanol at 80℃; for 20h;
Stage #2: With sodium hydroxide at 90℃; for 16h;
94%
Stage #1: 5-bromopentanoic acid With thiourea In ethanol for 20h; Reflux;
Stage #2: With sodium hydroxide In water at 90℃; for 16h; Inert atmosphere;
Stage #3: With sulfuric acid In water Cooling with ice; Inert atmosphere;
87%
Stage #1: 5-bromopentanoic acid With thiourea In ethanol for 16h; Heating;
Stage #2: With sodium hydroxide for 6h; Heating;
82%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(2S,4R)-4-hydroxy-2-((S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4R)-4-hydroxy-2-((S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4R)-tert-butyl-2-((S)-1-phenylethylcarbamoyl)-4-(5-bromopentanoyloxy)pyrrolidine-1-carboxylate

(2S,4R)-tert-butyl-2-((S)-1-phenylethylcarbamoyl)-4-(5-bromopentanoyloxy)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1.16667h;94%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(2R)-(-)-2-phenyl-2-(piperidin-1-yl)ethanol
154472-05-6

(2R)-(-)-2-phenyl-2-(piperidin-1-yl)ethanol

(S)-1-phenyl-2-(piperidin-1-yl)ethyl 5-bromopentanoate

(S)-1-phenyl-2-(piperidin-1-yl)ethyl 5-bromopentanoate

Conditions
ConditionsYield
Stage #1: (2R)-(-)-2-phenyl-2-(piperidin-1-yl)ethanol With methanesulfonyl chloride; triethylamine In chloroform at 0 - 5℃; for 0.5h;
Stage #2: 5-bromopentanoic acid With triethylamine In chloroform at 5 - 20℃; for 16h; enantiospecific reaction;
94%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

dibenzyl 5,5'-((1,4-phenylenebis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)
1442643-45-9

dibenzyl 5,5'-((1,4-phenylenebis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

dibenzyl 5,5'-((1,4-phenylenebis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)-pyrrolidine-1-carboxylate)
1442643-52-8

dibenzyl 5,5'-((1,4-phenylenebis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)-pyrrolidine-1-carboxylate)

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 4h;93%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

N,0-dimethylhydroxylamine
1117-97-1

N,0-dimethylhydroxylamine

5-bromo-N-methoxy-N-methylpentanamide
130250-58-7

5-bromo-N-methoxy-N-methylpentanamide

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid; N,0-dimethylhydroxylamine In toluene at 0℃; for 0.166667h;
Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h;
93%
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)
1442643-48-2

dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)pyrrolidine-1-carboxylate)
1442643-54-0

dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)pyrrolidine-1-carboxylate)

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 4h;92%

2067-33-6Relevant articles and documents

Preparation method of 5- bromo-n-valeryl bromide

-

Paragraph 0017; 0019; 0021; 0028; 0032, (2019/12/25)

The invention relates to a preparing method of 5-bromine pivaloyl bromide normal, belonging to the field of synthesizing methods of compounds. The preparing method of the 5-bromine pivaloyl bromide normal comprises the following steps: (1) synthesis of a midbody I: adding raw materials, i.e. m-chloroperoxybenzoic acid and drying chloroform, into a reaction kettle, and slowly adding a drying chloroform solution containing raw material cyclopentanone at room temperature so as to obtain a crude product of the midbody I; (2) synthesis of a midbody II: adding the raw material midbody I, hydrobromicacid and sodium bromide into the reaction kettle, reacting to obtain the midbody II and directly carrying out the reaction of a next step without purification; (3) synthesis of the 5-bromine pivaloylbromide normal: adding triphenylphosphine and dichloromethane into the reaction kettle, reducing the temperature to about 0 DEG C, starting to slowly add a dichloromethane solution containing bromine, adding the raw material midbody II to react, and purifying to obtain a target product, i.e. the 5-bromine pivaloyl bromide normal. The prepared product prepared by the method has higher purity and ideal yield coefficient and is suitable for being applied to industrialized production.

A aldehyde or mellow directly converted into the carboxylic acid (by machine translation)

-

Paragraph 0044-0046, (2018/08/03)

The invention discloses a aldehyde or mellow oxidation can be directly transformed into carboxylic acid, is characterized in that the pure oxygen environment, in N - hydroxy imide compound under the catalysis of the imide compound or N - hydroxy and nitrous acid ester compound common under the catalysis, the CH2 OH and CHO oxidation directly converted into the carboxylic acid compounds. The invention using oxygen as the oxidizing agent, does not add any metal catalyst, environment-friendly, high catalytic efficiency, simple and convenient operation. With the previous metal catalytic system complex and different catalytic system, has some metal catalytic system in the process, the use of transition metal will cause the transition metal of the residual, the invention adopts the non-metallic catalytic system, environmental protection, preventing the metal residue problem, this to the solution of the drug in the synthesis of transition metal residue problem and provides a new method of thinking. (by machine translation)

Preparation method of 5-bromo-valeric acid

-

Paragraph 0097; 0098; 0099; 0100, (2016/11/28)

The invention relates to a preparation method of 5-bromo-valeric acid. The preparation method particularly includes: subjecting 5-chlorine-3-pentenoic acid ester to hydrolysis reaction, hydrogenation reaction and bromination reaction to obtain 5-bromo-valeric acid, wherein 5-chlorine-3-pentenoic acid ester is one of or multiple of 5-chlorine-3-pentenoic acid methyl ester, 5-chlorine-3-pentenoic acid ethyl ester, 5-chlorine-3-pentenoic acid propyl ester and 5-chlorine-3-pentenoic acid butyl ester. The preparation method is high in finished product yield, low in production cost, simple and easy to control and easy for industrial production, and using of high-toxicity substances like benzene and sodium cyanide is avoided, so that safety is high.

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