Bromine → HCID 20084345, compound

HRID 1609318Notes

Reaction equation

HRID 1609318 reaction equation
[CH3:1][C:2]([CH:4]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:3].[Br:12]Br>CO>[CH:4]1([C:2]([CH2:1][Br:12])=[O:3])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 24408BromineHCID 12757496HCID 12757496, compound

Product 1

HCID 20084345HCID 20084345, compoundYield 217.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An ice cold solution of 5.5 g of cyclooctyl methyl ketone in 50 ml of methyl alcohol was treated dropwise with 1.95 g 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 200 ml of water and extracted with ethyl ether (3×60 ml). The combined extracts were washed with saturated sodium bicarbonate, brine, dried (MgSO4) and condensed in vacuo to yield 6.2 g of bromomethyl cyclooctyl ketone as an oil.

Workup

  1. customthe ice bath was removed
  2. additionThe reaction mixture was then diluted with 200 ml of water
  3. extractionextracted with ethyl ether (3×60 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-2ecda980f4fa450c8f3934aab8d59d27
Source dataset
uspto-grants-1995_03
Patent number
US05399702

Reaction notes

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