Sulfuric Acid → tert-Butyl cyclohexa-2,5-diene-1-carboxylate
Reaction equation
[CH:1]1([C:7]([OH:9])=[O:8])[CH:6]=[CH:5][CH2:4][CH:3]=[CH:2]1.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>ClCCl.CC(=C)C>[CH:1]1([C:7]([O:9][C:1]([CH3:7])([CH3:6])[CH3:2])=[O:8])[CH:6]=[CH:5][CH2:4][CH:3]=[CH:2]1Participants
6
Procedure
A solution of 16 g of 2,5-cyclohexadiene carboxylic acid in 20 ml of dichloromethane containing 10 drops of sulfuric acid is treated with 40 ml of isobutylene in an autoclave overnight after which the contents were poured into a sodium bicarbonate solution. The organic phase is isolated and passed through alumina to afford tert-butyl 2,5-cyclohexadienecarboxylate.
Workup
- customThe organic phase is isolated
Sources & evidence
- ORD record
- ord-c7c5e82b84a04e319e31c26b8799c59c
- Source dataset
- uspto-grants-1980_02
- Patent number
- US04187316
Reaction notes
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