Water → 2-Bromo-1-cyclohexylethanone

HRID 1725188Notes

Reaction equation

HRID 1725188 reaction equation
[CH3:1][C:2]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:3].[Br:10]Br.O>CO>[Br:10][CH2:1][C:2]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 13207Cyclohexyl methyl ketoneHCID 24408Bromine

Product 1

HCID 111600272-Bromo-1-cyclohexylethanone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 5.67 g (45 mmol) cyclohexyl methyl ketone in 27 mL anhydrous methanol was cooled to +10° C. in an ice bath and 9.58 g (60 mmol) bromine was added all at once. The reaction was stirred at +10° C. for 45 minutes, upon which time 7.5 mL of water was added. The reaction was stirred at room temperature for a further 2.5 hr and concentrated. The crude product was taken up in ether and washed with brine. The organic phase was dried over MgSO4 and concentrated to afford crude 2-bromo-1-cyclohexyl-ethanone. The product was used immediately in the next step without further purification.

Workup

  1. additionwas added
  2. concentrationconcentrated
  3. washwashed with brine
  4. dry with materialThe organic phase was dried over MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-cabd04cff02b493f931c3ebe132dae9c
Source dataset
uspto-grants-2009_02
Patent number
US07488832B2

Reaction notes

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