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13633-25-5

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13633-25-5 Usage

Chemical Properties

Clear colorless liquid

Uses

1-Bromo-4-phenylbutane is used as pharmaceutical intermediate.

Check Digit Verification of cas no

The CAS Registry Mumber 13633-25-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,6,3 and 3 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 13633-25:
(7*1)+(6*3)+(5*6)+(4*3)+(3*3)+(2*2)+(1*5)=85
85 % 10 = 5
So 13633-25-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H13Br/c11-9-5-4-8-10-6-2-1-3-7-10/h1-3,6-7H,4-5,8-9H2

13633-25-5 Well-known Company Product Price

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  • Alfa Aesar

  • (B25237)  1-Bromo-4-phenylbutane, 98%   

  • 13633-25-5

  • 1g

  • 255.0CNY

  • Detail
  • Alfa Aesar

  • (B25237)  1-Bromo-4-phenylbutane, 98%   

  • 13633-25-5

  • 5g

  • 929.0CNY

  • Detail
  • Alfa Aesar

  • (B25237)  1-Bromo-4-phenylbutane, 98%   

  • 13633-25-5

  • 25g

  • 2909.0CNY

  • Detail

13633-25-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Bromo-4-phenylbutane

1.2 Other means of identification

Product number -
Other names 1-Bromo-4-Phenylbutane

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:13633-25-5 SDS

13633-25-5Synthetic route

carbon tetrabromide
558-13-4

carbon tetrabromide

4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane; hexane-diethyl ether100%
4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With hydrogen bromide for 12h; Reagent/catalyst; Irradiation; Reflux;99.6%
With allyl bromide; 1,1'-carbonyldiimidazole In acetonitrile for 1h; Heating;98%
With carbon tetrabromide; triphenylphosphine In dichloromethane at 25℃;95%
N-methyl-N-[4-(diphenylphosphino)benzyl]pyrrolidinium bromide
1229444-44-3

N-methyl-N-[4-(diphenylphosphino)benzyl]pyrrolidinium bromide

4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

A

Br(1-)*C24H27NOP(1+)
1229444-42-1

Br(1-)*C24H27NOP(1+)

B

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With carbon tetrabromide In 1,2-dichloro-ethane at 40℃; for 2h;A n/a
B 97%
4-Phenylbutyric acid
1821-12-1

4-Phenylbutyric acid

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With trimethylsilyl bromide; 1,1,3,3-Tetramethyldisiloxane; indium tribromide In chloroform at 60℃; for 4h; Sealed tube; Inert atmosphere;97%
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; trimethylsilyl cyanide In chloroform at 60℃; Inert atmosphere;
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
2: triphenylphosphine; carbon tetrabromide / acetonitrile / 3 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 20 °C
2: triphenylphosphine; carbon tetrabromide / acetonitrile / 3 h / 20 °C
View Scheme
(4-bromo-1-buten-1-yl)benzene
5558-00-9, 7515-41-5, 73611-78-6

(4-bromo-1-buten-1-yl)benzene

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol; water under 225.023 Torr; for 5h;93%
4-(diphenylphosphino)-benzyltrimethylammonium bromide
1229444-43-2

4-(diphenylphosphino)-benzyltrimethylammonium bromide

4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

A

Br(1-)*C22H25NOP(1+)
1268610-56-5

Br(1-)*C22H25NOP(1+)

B

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With carbon tetrabromide In 1,2-dichloro-ethane at 60℃; for 2h;A n/a
B 91%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

benzene
71-43-2

benzene

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
at 5℃; for 2h; Temperature;85.8%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

phenylmagnesium bromide

phenylmagnesium bromide

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With copper(I) bromide; lithium bromide In tetrahydrofuran at 50 - 55℃; for 1h;85%
benzenediazonium tetrafluoroborate
369-57-3

benzenediazonium tetrafluoroborate

4-bromo-1-butylboronic acid catechol ester
142172-51-8

4-bromo-1-butylboronic acid catechol ester

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; palladium diacetate In tetrahydrofuran at 20℃; for 4.5h; Sizuki-Miyaura cross coupling;61%
4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

triphenylphosphine
603-35-0

triphenylphosphine

A

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

1-Bromo-4-phenylbutane

B

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With carbon tetrabromide In 1,2-dichloro-ethaneA 53%
B n/a
5-Phenylpentanoic acid
2270-20-4

5-Phenylpentanoic acid

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; caesium carbonate; Diethyl 2-bromomalonate In chlorobenzene at 20℃; for 4h; Inert atmosphere; Irradiation;45%
4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

benzyl bromide
100-39-0

benzyl bromide

A

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

1-Bromo-4-phenylbutane

B

4-phenylbutyl formate

4-phenylbutyl formate

C

4-phenylbutyl butyl ether

4-phenylbutyl butyl ether

D

carbonic acid butyl ester 4-phenyl-butyl ester

carbonic acid butyl ester 4-phenyl-butyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 95℃; for 23h;A 11%
B 21%
C 44%
D 3%
With rubidium carbonate In N,N-dimethyl-formamide at 95℃; for 23h; Product distribution; other reag;A 12%
B 34%
C 20%
D 18%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

bromobenzene
108-86-1

bromobenzene

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane for 2h; Heating;42%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide
carbon dioxide
124-38-9

carbon dioxide

1-Bromo-3-phenylpropane
637-59-2

1-Bromo-3-phenylpropane

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Multistep reaction;
4-phenylbutyl acetate
7492-40-2

4-phenylbutyl acetate

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With hydrogen bromide Heating; Yield given;
4-Phenyl-1-butene
768-56-9

4-Phenyl-1-butene

peroxide/s

peroxide/s

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Anlagerung von HBr;
methyl-<δ-phenyl-butyl>-ether

methyl-<δ-phenyl-butyl>-ether

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With hydrogen bromide at 130 - 140℃; im Rohr;
benzylmagnesium chloride
6921-34-2

benzylmagnesium chloride

p-toluenesulfonic acid-<3-bromo-propyl ester>

p-toluenesulfonic acid-<3-bromo-propyl ester>

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With diethyl ether
4-phenyl-but-3-yn-1-ol
10229-11-5

4-phenyl-but-3-yn-1-ol

(hexacarbonyl)chromium

(hexacarbonyl)chromium

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / Pd-CaCO3
2: PBr3
View Scheme
phenylacetylene
536-74-3

phenylacetylene

tungsten 4-hexynyl complex (9b)

tungsten 4-hexynyl complex (9b)

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) EtMgBr, (ii) /BRN= 102378/
2: H2 / Pd-CaCO3
3: PBr3
View Scheme
4-Phenylbutyric acid
1821-12-1

4-Phenylbutyric acid

4.5-dihydroxy-4.5-diphenyl-octanedioic acid-1->4:8->5-dilactone

4.5-dihydroxy-4.5-diphenyl-octanedioic acid-1->4:8->5-dilactone

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / LiAlH4
2: 61 percent / PBr3
View Scheme
methyl 3-(benzyl)propanoate
2046-17-5

methyl 3-(benzyl)propanoate

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LAH
2: PBr3
View Scheme
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether
2: (i) TsCl, Py, Et2O, (ii) LiBr, acetone
View Scheme
ethyl 4-phenylbutyrate
10031-93-3

ethyl 4-phenylbutyrate

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium; alcohol
2: fuming hydrobromic acid / 100 °C
View Scheme
3-phenylpropylmagnesium bromide
1462-75-5

3-phenylpropylmagnesium bromide

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: fuming hydrobromic acid / 100 °C
View Scheme
Multi-step reaction with 2 steps
2: phosphorus pentabromide
View Scheme
1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) Mg, Et2O, (ii) /BRN= 102378/
2: HBr / benzene
View Scheme
Multi-step reaction with 2 steps
2: aq. HBr, aq. H2SO4
View Scheme
Multi-step reaction with 2 steps
1: Mg / diethyl ether
2: PBr3
View Scheme
4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

A

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

1-Bromo-4-phenylbutane

B

4-(Bromobutyl)benzene
84473-31-4, 53118-87-9

4-(Bromobutyl)benzene

Conditions
ConditionsYield
With phosphorus tribromide; sodium hydrogencarbonate In 1,4-dioxane; n-heptane; water; ethyl acetate
p-imidazo-1-ylphenol
10041-02-8

p-imidazo-1-ylphenol

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

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With NaH In N,N-dimethyl-formamide
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

1-(4-azidobutyl)benzene
7332-01-6

1-(4-azidobutyl)benzene

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 80℃;100%
With sodium azide In N,N-dimethyl-formamide at 70℃; for 9h; Inert atmosphere;99%
With sodium azide In dimethyl sulfoxide at 20℃; for 36h;85%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

trimethyl(difluoromethyl)silane
65864-64-4

trimethyl(difluoromethyl)silane

1,1-difluoro-5-phenylpentane

1,1-difluoro-5-phenylpentane

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; copper(l) iodide; cesium fluoride; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 50℃; for 6h; Inert atmosphere; Glovebox; Schlenk technique;100%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

triphenylphosphine
603-35-0

triphenylphosphine

(4-phenylbut-1-yl)triphenylphosphonium bromide
37748-19-9

(4-phenylbut-1-yl)triphenylphosphonium bromide

Conditions
ConditionsYield
In toluene Reflux;99%
In toluene at 110℃; for 20h; Inert atmosphere;63%
In toluene Heating;
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

4'-hydroxy-3-biphenylcarbonitrile
154848-44-9

4'-hydroxy-3-biphenylcarbonitrile

4'-(4-phenylbutoxy)-[1,1'-biphenyl]-3-carbonitrile
1593090-71-1

4'-(4-phenylbutoxy)-[1,1'-biphenyl]-3-carbonitrile

Conditions
ConditionsYield
With potassium carbonate at 20 - 40℃; Inert atmosphere;99%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

methyl 3-hydroxybenzoate
19438-10-9

methyl 3-hydroxybenzoate

methyl 3-(4-phenylbutoxy)benzoate

methyl 3-(4-phenylbutoxy)benzoate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide for 12h; Williamson Ether Synthesis; Inert atmosphere; Reflux;99%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

isopropylamine
75-31-0

isopropylamine

N-isopropyl-4-phenylbutan-1-amine
179742-05-3

N-isopropyl-4-phenylbutan-1-amine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;99%
polymer; monomer(s): 5-(4-(4-ethenylphenyl)butoxy)methyl-1,3-dithiane, 5 mol percent; styrene, 95 mol percent

polymer; monomer(s): 5-(4-(4-ethenylphenyl)butoxy)methyl-1,3-dithiane, 5 mol percent; styrene, 95 mol percent

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

1-Bromo-4-phenylbutane

A

polymer, CH2Cl2-insoluble; monomer(s): 1-bromo-4-phenylbutane; 5-(4-(4-ethenylphenyl)butoxy)methyl-1,3-dithiane, 1 molar part; styrene, 19 molar parts

polymer, CH2Cl2-insoluble; monomer(s): 1-bromo-4-phenylbutane; 5-(4-(4-ethenylphenyl)butoxy)methyl-1,3-dithiane, 1 molar part; styrene, 19 molar parts

B

polymer, CH2Cl2-soluble; monomer(s): 1-bromo-4-phenylbutane; 5-(4-(4-ethenylphenyl)butoxy)methyl-1,3-dithiane, 1 molar part; styrene, 19 molar parts

polymer, CH2Cl2-soluble; monomer(s): 1-bromo-4-phenylbutane; 5-(4-(4-ethenylphenyl)butoxy)methyl-1,3-dithiane, 1 molar part; styrene, 19 molar parts

Conditions
ConditionsYield
Stage #1: polymer; monomer(s): 5-(4-(4-ethenylphenyl)butoxy)methyl-1,3-dithiane, 5 mol percent; styrene, 95 mol percent With n-butyllithium In tetrahydrofuran; hexane at -40 - -30℃;
Stage #2: 1-Bromo-4-phenylbutane In tetrahydrofuran; hexane at -30 - -10℃;
A 0.7%
B 98.9%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

4-(4-phenyl-1-butoxy)benzoic acid
30131-16-9

4-(4-phenyl-1-butoxy)benzoic acid

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-phenylbutane; methyl 4-hydroxylbenzoate With potassium carbonate In N,N-dimethyl-formamide at 115℃; for 11h;
Stage #2: With water; sodium hydroxide In ethanol for 3h; Reflux;
Stage #3: With hydrogenchloride In ethanol; water pH=2; Reagent/catalyst; Concentration;
98.7%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

sodium 4-phenylbutane-1-sulfonate
116956-35-5

sodium 4-phenylbutane-1-sulfonate

Conditions
ConditionsYield
With sodium sulfite In water for 24h; Heating;96%
With sodium sulfite In tetrahydrofuran; ethanol; water at 160℃; for 0.25h; Microwave irradiation;
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

N-benzylidene-4-fluoroaniline
331-98-6, 83306-62-1, 83306-65-4

N-benzylidene-4-fluoroaniline

N-(1,5-diphenylpentyl)-4-fluoroaniline

N-(1,5-diphenylpentyl)-4-fluoroaniline

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-phenylbutane With lithium In diethyl ether at -40 - 0℃; for 2h; Inert atmosphere;
Stage #2: N-benzylidene-4-fluoroaniline In diethyl ether at -78 - 20℃; for 3h; Inert atmosphere;
96%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

4-methoxy-N-[(3-methoxyphenyl)methylene]benzenamine
24028-79-3

4-methoxy-N-[(3-methoxyphenyl)methylene]benzenamine

4-methoxy-N-(1-(3-methoxyphenyl)-5-phenylpentyl)aniline

4-methoxy-N-(1-(3-methoxyphenyl)-5-phenylpentyl)aniline

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-phenylbutane With lithium In diethyl ether at -40 - 0℃; for 2h; Inert atmosphere;
Stage #2: 4-methoxy-N-[(3-methoxyphenyl)methylene]benzenamine In diethyl ether at -78 - 20℃; for 3h; Inert atmosphere;
94%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

3-azabicyclo[3.2.1]octane

3-azabicyclo[3.2.1]octane

C17H25N

C17H25N

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile for 18h; Reflux;93%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

Cyclohexanecarboxylic acid
98-89-5

Cyclohexanecarboxylic acid

C17H24O

C17H24O

Conditions
ConditionsYield
With 6,6'-dimethyl-2,2'-bipyridine; nickel(II) bromide trihydrate; di-tert-butyl dicarbonate; sodium iodide; magnesium chloride; zinc In N,N-dimethyl acetamide at 30℃; for 24h; regioselective reaction;93%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

3,4-bis(4-phenylbutoxy)benzaldehyde

3,4-bis(4-phenylbutoxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h;93%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

N-(3-methylbenzylidene)-4-methoxybenzenamine

N-(3-methylbenzylidene)-4-methoxybenzenamine

4-methoxy-N-(5-phenyl-1-(m-tolyl)pentyl)aniline

4-methoxy-N-(5-phenyl-1-(m-tolyl)pentyl)aniline

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-phenylbutane With lithium In diethyl ether at -40 - 0℃; for 2h; Inert atmosphere;
Stage #2: N-(3-methylbenzylidene)-4-methoxybenzenamine In diethyl ether at -78 - 20℃; for 3h; Inert atmosphere;
93%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

(3S)-1-(pent-4-enyl)-[(1R)-hydroxyethyl]azetidin-2-one
1335557-88-4

(3S)-1-(pent-4-enyl)-[(1R)-hydroxyethyl]azetidin-2-one

(3S)-1-(pent-4-enyl)-[(1R)-(4-phenylbutoxy)ethyl]azetidin-2-one
1335557-82-8

(3S)-1-(pent-4-enyl)-[(1R)-(4-phenylbutoxy)ethyl]azetidin-2-one

Conditions
ConditionsYield
Stage #1: (3S)-1-(pent-4-enyl)-[(1R)-hydroxyethyl]azetidin-2-one With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere;
Stage #2: 1-Bromo-4-phenylbutane With potassium iodide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;
92%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

tert-butyl (R)-3-(3-(4-(1-(hydroxyimino)ethyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxylate

tert-butyl (R)-3-(3-(4-(1-(hydroxyimino)ethyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxylate

tert-butyl (R)-3-(3-(4-(1-((4-phenylbutoxy)imino)ethyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxylate

tert-butyl (R)-3-(3-(4-(1-((4-phenylbutoxy)imino)ethyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: tert-butyl (R)-3-(3-(4-(1-(hydroxyimino)ethyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxylate With sodium hydride In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 1-Bromo-4-phenylbutane In tetrahydrofuran for 16h; Reflux;
92%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

1,4,7,10-tetraoxa-15-azacyclopentadecane
66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

N-(4-phenylbutyl)-aza-15-crown-5

N-(4-phenylbutyl)-aza-15-crown-5

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 80℃; for 20h;91.4%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

(3S)-1-(4-methoxybenzyl)-[(1R)-hydroxyethyl]azetidin-2-one
1335557-90-8

(3S)-1-(4-methoxybenzyl)-[(1R)-hydroxyethyl]azetidin-2-one

(3S)-1-(4-methoxybenzyl)-[(1R)-(4-phenylbutoxy)ethyl]azetidin-2-one
1335557-91-9

(3S)-1-(4-methoxybenzyl)-[(1R)-(4-phenylbutoxy)ethyl]azetidin-2-one

Conditions
ConditionsYield
Stage #1: (3S)-1-(4-methoxybenzyl)-[(1R)-hydroxyethyl]azetidin-2-one With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere;
Stage #2: 1-Bromo-4-phenylbutane With potassium iodide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;
91%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

mercaptoacetic acid
68-11-1

mercaptoacetic acid

((4-phenylbutyl)sulfanyl)acetic acid
945414-39-1

((4-phenylbutyl)sulfanyl)acetic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃;91%
2-pyrrolidinon
616-45-5

2-pyrrolidinon

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

1-Bromo-4-phenylbutane

1-[4-phenylbutyl]pyrrolidin-2-one
1616591-75-3

1-[4-phenylbutyl]pyrrolidin-2-one

Conditions
ConditionsYield
Stage #1: 2-pyrrolidinon With sodium hydride In toluene; paraffin oil for 10h; Inert atmosphere; Reflux;
Stage #2: 1-Bromo-4-phenylbutane In 5,5-dimethyl-1,3-cyclohexadiene; toluene; paraffin oil for 4h; Inert atmosphere; Reflux;
91%
Cyclobutanecarboxylic acid
3721-95-7

Cyclobutanecarboxylic acid

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

1-Bromo-4-phenylbutane

C15H20O

C15H20O

Conditions
ConditionsYield
With 6,6'-dimethyl-2,2'-bipyridine; nickel(II) bromide trihydrate; di-tert-butyl dicarbonate; sodium iodide; magnesium chloride; zinc In N,N-dimethyl acetamide at 30℃; for 24h; regioselective reaction;91%
1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

Methyl thioglycolate
2365-48-2

Methyl thioglycolate

methyl 2-[(4-phenylbutyl)thio]acetate
945414-38-0

methyl 2-[(4-phenylbutyl)thio]acetate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide; acetone at 25℃; for 30h;90%
With potassium carbonate In dimethyl sulfoxide; acetone at 25℃; for 30h;90%
Stage #1: Methyl thioglycolate With potassium carbonate In acetone for 0.25h;
Stage #2: 1-Bromo-4-phenylbutane In acetone for 21h; Reflux;

13633-25-5Relevant articles and documents

Shapiro,Jenkins

, p. 771 (1969)

Novel quaternary ammonium functional addition-type norbornene copolymer as hydroxide-conductive and durable anion exchange membrane for direct methanol fuel cells

He, Xiaohui,Liu, Jingyin,Zhu, Hongyu,Zheng, Yan,Chen, Defu

, p. 63215 - 63225 (2015)

Novel quaternary ammonium functional addition-type norbornene copolymers (QCnP(BN/PhBN), n = 1, 6, 10, 12) with different alkyl side chain length comb-shaped structures or different contents of 2-(4-phenyl-butoxymethy-lene)-5-norbornene (PhBN) (22-77%) are synthesized via copolymerization of functionalized norbornenes, and their corresponding hydroxide-conductive anion exchange membranes (AEMs) with effective hydrophilic-hydrophobic separation are prepared and confirmed by TEM or SEM. The achieved AEMs show high ion exchange capacity (1.83 mmol g-1), as well as low methanol permeability (1.97-20.4 × 10-7 cm2 s-1), which are lower than that of Nafion. The ionic conductivity increases with the operation temperature increasing and is observed up to 4.14 × 10-3 S cm-1. The AEMs exhibit excellent dimensional stability with a swelling degree in plane between 0.9-3.3% and good chemical stability under 6 M NaOH solution even after a month. Membrane electrode assembly (MEA) is fabricated by using the alkalized QC12P(BN/PhBN)-77 as the AEM and tested in an alkaline direct methanol fuel cell. The open circuit voltage (OVC) of 0.54 V and the maximum current density of 66 mW cm-2 are achieved at 80 °C, respectively.

Cs2CO3 promoted O-alkylation of alcohols for the preparation of mixed alkyl carbonates

Chu,Dueno,Kyung Woon Jung

, p. 1847 - 1850 (1999)

The presence of cesium carbonate and tetrabutylammonium iodide (TBAI) facilitated efficient O-alkylation of alcohols with alkyl halides, giving rise to the exclusive formation of mixed alkyl carbonates. The cesium effect was also examined comparatively with other alkali carbonates.

Regiodivergent Conversion of Alkenes to Branched or Linear Alkylpyridines

Kim, Minseok,Shin, Sanghoon,Koo, Yejin,Jung, Sungwoo,Hong, Sungwoo

supporting information, p. 708 - 713 (2022/01/20)

Herein we report a practical protocol for the visible-light-induced regiodivergent radical hydropyridylation of unactivated alkenes using pyridinium salts. This approach provides a unified synthetic platform to control the regioselectivity of the synthesis of linear or branched C4-alkylated pyridines. A remarkable selectivity switch from the anti-Markovnikov to the Markovnikov product can be achieved by the addition of tetrabutylammonium bromide. The versatility of this protocol is further demonstrated based on the late-stage functionalization in pharmaceuticals.

Synthesis method of intermediate 1-bromo-4-phenylbutane

-

Paragraph 0008; 0019; 0020; 0029, (2019/01/07)

The invention discloses a synthesis method of intermediate 1-bromo-4-phenylbutane. According to the method, 4-phenyl butanol, hydrobromic acid, POM-C3N4, melamine, phosphorous acid, ammonia water andMoO3 are taken as main raw materials, wherein the mass ratio of the 4-phenyl butanol to the hydrobromic acid is equal to 5 to 22; the molar ratio of the phosphorous acid to the ammonia water to the MoO3 is equal to 10 to 21 to 20, and the mass ratio of the C3N4 to P2Mo5 is equal to 5 to 1. According to the synthesis process provided by the invention, the 4-phenyl butanol and the hydrobromic acid are enabled to be subjected to a bromination reaction in presence of the catalyst POM-C3N4 so as to obtain the 1-bromo-4-phenylbutane. The traditional method uses concentrated sulfuric acid for bromination, so that a very serious carbonization phenomenon is caused, and the yield of brominated products is very low; after the POM-C3N4 heteroacid catalyst is adopted, the reaction is mild under the condition of reflux, and the yield is high; the obtained product is high in purity and simpler in aftertreatment.

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