Bromine → 2-Bromo-1-cycloheptylethan-1-one

HRID 327552Notes

Reaction equation

HRID 327552 reaction equation
[CH3:1][C:2]([CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:3].[Br:11]Br>CO>[CH:4]1([C:2]([CH2:1][Br:11])=[O:3])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 24408BromineHCID 126763526713-48-0

Product 1

HCID 218423502-Bromo-1-cycloheptylethan-1-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An ice cold solution of 19.0 g of cycloheptyl methyl ketone in 100 ml of methyl alcohol was treated dropwise with 7 ml of bromine. After 5 min, the ice bath was removed and the reaction mixture was allowed to warm to room temperature. The reaction mixture was then diluted with 500 ml of water and extracted with ethyl ether (3×75 ml). The combined extracts were washed with saturated sodium bicarbonate, brine, dried (MgSO4) and condensed in vacuo to yield 29.9 g of bromomethyl cycloheptyl ketone as an oil.

Workup

  1. customthe ice bath was removed
  2. additionThe reaction mixture was then diluted with 500 ml of water
  3. extractionextracted with ethyl ether (3×75 ml)
  4. washThe combined extracts were washed with saturated sodium bicarbonate, brine
  5. customdried
  6. custom(MgSO4) and condensed in vacuo

Sources & evidence

ORD record
ord-a964acab60494a909aa1a4bce5671ee9
Source dataset
uspto-grants-1993_12
Patent number
US05273986

Reaction notes

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