Water → 1-([1,1'-Biphenyl]-2-yl)-2-bromoethan-1-one

HRID 1680648Notes

Reaction equation

HRID 1680648 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:3])[CH3:2].[Br:16]Br.O>C(Cl)(Cl)Cl>[Br:16][CH2:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 111599031-((1,1'-Biphenyl)-2-yl)ethan-1-one

Product 1

HCID 127478451-([1,1'-Biphenyl]-2-yl)-2-bromoethan-1-oneYield 114.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 1.86 g of 2-acetyl-biphenyl in 10 ml of anhydrous chloroform, a solution of 1.29 g of bromine in 1.5 ml of anhydrous chloroform was added at 15°-20° C. When the addition was complete, the solution was stirred for 15 minutes, then poured into water. The chloroformic solution was washed with sodium bicarbonate and water, dried over calcium chloride and evaporated to dryness. 2.54 g of 2-bromoacetyl-biphenyl were obtained; the product could be used for reaction with imidazole without further purification.

Workup

  1. additionWhen the addition
  2. washThe chloroformic solution was washed with sodium bicarbonate and water
  3. dry with materialdried over calcium chloride
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-a69e300dba6442fa9af744af8d077b5f
Source dataset
uspto-grants-1981_06
Patent number
US04275071

Reaction notes

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