Sodium Hydroxide → cis-3-(2,2-Dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid
Reaction equation
Br[C:2]([Br:13])([Br:12])[CH2:3][CH:4]1[C:7]([CH3:9])([CH3:8])[CH:6](Br)[C:5]1=[O:11].[OH-].[Na+].[O:16]1CCOCC1>O>[Br:13][C:2]([Br:12])=[CH:3][C@H:4]1[C:7]([CH3:8])([CH3:9])[C@H:6]1[C:5]([OH:11])=[O:16]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
700 mg (1.56 mmols) of 2-(2',2',2'-tribromoethyl)-3,3-dimethyl-4-bromocyclobutanone are stirred with a solution of 190 mg of NaOH in 5 ml of water, to which 0.5 ml of dioxane has been added, for 2 hours at room temperature. The mixture is then stirred for 1 hour at 80° C. The clear solution is worked up to the acid in the customary way. 410 mg (88% of theory) of cis-2-(2',2'-dibromovinyl)-3,3-dimethylcyclopropanecarboxylic acid are obtained.
Workup
- additionhas been added, for 2 hours at room temperature
Sources & evidence
- ORD record
- ord-c110b8a958d74824b92a78ec67e97bb1
- Source dataset
- uspto-grants-1980_12
- Patent number
- US04242278
Reaction notes
Loading…