Hydrogen Bromide → 1-Bromo-4-phenylbutane

HRID 1739395Notes

Reaction equation

HRID 1739395 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 1.0 g of 4-phenyl-1-butanol, were added 0.33 g of concentrated sulfuric acid and 1.7 g of 47% aqueous solution of hydrobromic acid, and the resultant solution was then stirred for 5 hours at a temperature of from 140 to 150° C. while applying heating. The solution reacted 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 removed by distillation under reduced pressure, thereby affording 1.25 g of 4-phenyl-1-bromobutane.

Workup

  1. temperaturewhile applying heating
  2. customThe solution reacted
  3. extractionextracted with ethyl acetate
  4. customThe organic layer resulted
  5. dry with materialwas dried with anhydrous magnesium sulfate
  6. customthe solvent used was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-cf077722566d44f6b1a835854683ddb4
Source dataset
uspto-grants-1999_10
Patent number
US05965743

Reaction notes

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