Benzyl Bromide → HCID 14299776, compound
Reaction equation
[Cl:1][C:2]1([C:7]([OH:9])=[O:8])[CH2:4][C:3]1([Cl:6])[Cl:5].C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(C)=O>[Cl:1][C:2]1([C:7]([O:9][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:8])[CH2:4][C:3]1([Cl:6])[Cl:5]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 9.47 g (0.05 mole) of 1,2,2-trichlorocyclopropane carboxylic acid in 100 ml of reagent grade acetone was added 6.91 g (0.05 mole) of anhydrous potassium carbonate. To this stirred mixture was added 10.26 g (0.06 mole) of benzyl bromide diluted with a small volume of acetone. The reaction mixture was stirred overnight at room temperature and filtered with suction. The insoluble material was washed on the filter with additional acetone. The acetone wash solutions and the filtrate were combined and evaporated in vacuo to dryness. The resulting product residue was dissolved in 200 ml of diethyl ether and washed twice with water, once with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. Evaporation of the ether solvent provided a straw-colored semi-viscous liquid which distilled at 145°-146° C./3 mm (5.31 g) identified as the title product.
Workup
- filtrationfiltered with suction
- washThe insoluble material was washed on the
- filtrationfilter with additional acetone
- washThe acetone wash solutions
- customevaporated in vacuo to dryness
- dissolutionThe resulting product residue was dissolved in 200 ml of diethyl ether
- washwashed twice with water, once with saturated sodium chloride solution
- dry with materialdried over anhydrous magnesium sulfate
- customEvaporation of the ether solvent
- customprovided a straw-colored semi-viscous liquid which
- distillationdistilled at 145°-146° C./3 mm (5.31 g)
Sources & evidence
- ORD record
- ord-e6725beb5d5840e6a6549c1109b4e7ee
- Source dataset
- uspto-grants-1987_11
- Patent number
- US04704156
Reaction notes
Loading…