Bromine → 2-Bromo-1-(4-hydroxy-3-nitrophenyl)ethanone

HRID 1731091Notes

Reaction equation

HRID 1731091 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1)=[O:3].[Br:14]Br>C(Cl)(Cl)Cl>[CH:9]1[C:4]([C:2]([CH2:1][Br:14])=[O:3])=[CH:5][C:6]([N+:11]([O-:13])=[O:12])=[C:7]([OH:10])[CH:8]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 1387234-Hydroxy-3-Nitroacetophenone

Product 1

HCID 787312-Bromo-1-(4-hydroxy-3-nitrophenyl)ethanone

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

In 50 ml. of chloroform was dissolved 5.4 g. of 4-hydroxy-3-nitroacetophenone and then 5 ml. of chloroform solution of 4.8 g. of bromine was added dropwise to the solution gradually. Thereafter, the mixture was stirred for 15 minutes and concentrated under a reduced pressure to form yellow crystals. By recrystallizing the product from benzene-n-hexane, 6.3 g. of the crystals of α-bromo-4-hydroxy-3-nitroacetophenone melting at 69°-71° C. were obtained.

Workup

  1. concentrationconcentrated under a reduced pressure
  2. customto form yellow crystals
  3. customBy recrystallizing the product from benzene-n-hexane, 6.3 g

Sources & evidence

ORD record
ord-303403ff72e943f28254c8561d741dd9
Source dataset
uspto-grants-1976_11
Patent number
US03994974

Reaction notes

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