Potassium Hydroxide → HCID 178525708, compound

HRID 1197331Notes

Reaction equation

HRID 1197331 reaction equation
[Br:1][C:2]([Br:14])=[CH:3][C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]([O:12]C)=[O:11])[CH2:6][CH2:5]1.[OH-].[K+]>CO>[Br:1][C:2]([Br:14])=[CH:3][C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]([OH:12])=[O:11])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 178501079HCID 178501079, compound

Product 1

HCID 178525708HCID 178525708, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

trans-Methyl 4-(2,2-dibromovinyl)cyclohexanecarboxylate (4.2 g) was stirred in a solution of potassium hydroxide (1.09 g) in methanol (50 ml) overnight. The solvent was then removed under reduced pressure. Water (50 ml) was added and the mixture extracted with diethyl ether. The aqueous layer was then acidified with hydrochloric acid. Re-extraction with ether was followed by washing of the organic layer with brine and drying over anhydrous magnesium sulphate. Evaporation gave trans-4-(2,2-dibromovinyl)cyclohexanecarboxylic acid (3.6 g) as a pale yellow oil.

Workup

  1. customThe solvent was then removed under reduced pressure
  2. additionWater (50 ml) was added
  3. extractionthe mixture extracted with diethyl ether
  4. washby washing of the organic layer with brine
  5. dry with materialdrying over anhydrous magnesium sulphate
  6. customEvaporation

Sources & evidence

ORD record
ord-407fc35bc5134a3caabfa80ac929afb4
Source dataset
uspto-grants-1992_05
Patent number
US05116862

Reaction notes

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