Hydrogen Bromide → 4,4-Diphenyl-3-butenyl bromide

HRID 2255129Notes

Reaction equation

HRID 2255129 reaction equation
[CH:1]1([C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)O)[CH2:3][CH2:2]1.[BrH:18]>>[Br:18][CH2:3][CH2:2][CH:1]=[C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 79850alpha-Cyclopropyl-alpha-phenylbenzenemethanol

Product 1

HCID 104017744,4-Diphenyl-3-butenyl bromideYield 97%

Procedure

A mixture of 26,5 g of α-cyclopropyl-α-phenylbenzenemethanol and 150 ml of 48% HBr was stirred at ambient temperature for 3 h. After addition of icewater, the mixture was extracted twice with diethyl ether, washed, dried and concentrated to obtain 33 g (97,3%) of 4-bromo-1,1-diphenyl-1-butene.

Workup

  1. additionAfter addition of icewater
  2. extractionthe mixture was extracted twice with diethyl ether
  3. washwashed
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-91a1520dc0fa408a84d4c4f44e8e633a
Source dataset
uspto-grants-1993_08
Patent number
US05238939

Reaction notes

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