Water → 2-Bromo-2'-methylacetophenone

HRID 1248812Notes

Reaction equation

HRID 1248812 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].[Br:11]Br.O>C(O)(=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([CH2:9][Br:11])=[O:10]

Participants

5

Reactant 3

HCID 962WaterHCID 113402-MethylacetophenoneHCID 24408Bromine

Product 1

HCID 124306762-Bromo-2'-methylacetophenoneYield 92.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 13.42 g of ortho-methylacetophenone in 15 ml of acetic acid was treated with 15.98 g of bromine in 15 ml acetic acid. After being kept at ca 100° C. for 90 minutes, the mixture was poured into 300 ml water and extracted with ether. Removal of solvent from the dried (MgSO4) extract provided 19.70 g of residual oil, which by GLC was 75% pure. This crude product was used without further purification.

Workup

  1. extractionextracted with ether
  2. customRemoval of solvent from the
  3. dry with materialdried (MgSO4)
  4. extractionextract

Sources & evidence

ORD record
ord-6a3174e38a3f49fa9d3b6b322eff3e65
Source dataset
uspto-grants-1986_12
Patent number
US04626543

Reaction notes

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