Hydrogen Bromide → 1-Bromo-4-phenylbutane

HRID 1739402Notes

Reaction equation

HRID 1739402 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[BrH:17]>>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][Br:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 76889Benzenebutanol

Product 1

HCID 2596681-Bromo-4-phenylbutane

Procedure

To 3.2 g of 4-phenyl-1-butanol, were added 1.0 g of concentrated sulfuric acid and 5.5 g of 47% aqueous solution of hydrobromic acid, and the resultant solution was stirred for 5 hours at 140-150° C. while applying heating. After completed the reaction, the solution was then poured into ice-water and extracted with ethyl acetate. The organic layer resulted was dried with anhydrous magnesium sulfate, and the solvent used was distillated under reduced pressure, thereby affording 2.7 g of 4-phenyl-1-bromobutane.

Workup

  1. temperaturewhile applying heating
  2. customthe reaction
  3. extractionextracted with ethyl acetate
  4. customThe organic layer resulted
  5. dry with materialwas dried with anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-9641610306f944428bf29dcbedfecd31
Source dataset
uspto-grants-1999_10
Patent number
US05965743

Reaction notes

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