Bromine → 2-Bromo-1-(3-nitro-4-phenylmethoxyphenyl)ethanone

HRID 1731092Notes

Reaction equation

HRID 1731092 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:6]([N+:18]([O-:20])=[O:19])[CH:5]=1)=[O:3].[Br:21]Br>C(Cl)(Cl)Cl>[CH:15]1[CH:16]=[CH:17][C:12]([CH2:11][O:10][C:7]2[CH:8]=[CH:9][C:4]([C:2]([CH2:1][Br:21])=[O:3])=[CH:5][C:6]=2[N+:18]([O-:20])=[O:19])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 112657201-(3-Nitro-4-phenylmethoxyphenyl)ethanone

Product 1

HCID 110894102-Bromo-1-(3-nitro-4-phenylmethoxyphenyl)ethanoneYield 78.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

In 60 ml of chloroform there was dissolved 5.4 g of 4-benzyloxy-3-nitroacetophenone and after adding dropwise to the solution a mixture of 3.2 g of bromine and 5 ml. of chloroform, with stirring, the mixture was further stirred for 30 minutes. The reaction product was concentrated under a reduced pressure and the crystalline residue thus obtained was washed with 20 ml. of benzene and dried to give 5.5 g of 4-benzyloxy-3-nitro-α-bromoacetophenone melting at 135°-136° C.

Workup

  1. additionafter adding dropwise to the solution
  2. concentrationThe reaction product was concentrated under a reduced pressure
  3. customthe crystalline residue thus obtained
  4. washwas washed with 20 ml
  5. dry with materialof benzene and dried

Sources & evidence

ORD record
ord-861b469c1d374c7b8665bcf5d3a77915
Source dataset
uspto-grants-1976_11
Patent number
US03994974

Reaction notes

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