Benzyl Bromide → HCID 14299776, compound

HRID 246799Notes

Reaction equation

HRID 246799 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

5

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

  1. filtrationfiltered with suction
  2. washThe insoluble material was washed on the
  3. filtrationfilter with additional acetone
  4. washThe acetone wash solutions
  5. customevaporated in vacuo to dryness
  6. dissolutionThe resulting product residue was dissolved in 200 ml of diethyl ether
  7. washwashed twice with water, once with saturated sodium chloride solution
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customEvaporation of the ether solvent
  10. customprovided a straw-colored semi-viscous liquid which
  11. 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

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