Benzyl Bromide → 50984-08-2

HRID 132763Notes

Reaction equation

HRID 132763 reaction equation
C(=O)([O-])[O-].[K+].[K+].[O:7]=[C:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13]([O:15][CH2:16][CH3:17])=[O:14].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O>[CH2:18]([C:9]1([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:10][CH2:11][CH2:12][C:8]1=[O:7])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 69136Ethyl 2-oxocyclopentanecarboxylate

Product 1

HCID 26669250984-08-2Yield 66.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

38.7 grams of anhydrous potassium carbonate and 90 ml of acetone were mixed, then with stirring, to the resulting mixture was dropwise added a solution of 10.4 ml of ethyl 2-oxocyclopentane carboxylate in 45 ml of acetone. After stirring at room temperature for 35 minutes, 16.7 ml of benzyl bromide was dropwise added thereto, and the reaction was allowed to continue under reflux for 3 hours. Then the reaction mixture was cooled to room temperature, filtered, concentrated, and distilled under reduced pressure. 11.54 g of colorless liquid as the second distillate cut was collected. Yield: 66.9%.

Workup

  1. stirringAfter stirring at room temperature for 35 minutes
  2. temperatureunder reflux for 3 hours
  3. filtrationfiltered
  4. concentrationconcentrated
  5. distillationdistilled under reduced pressure
  6. distillation11.54 g of colorless liquid as the second distillate cut was collected

Sources & evidence

ORD record
ord-e1d746ce33cf4926a7b7bfb2c0476103
Source dataset
uspto-grants-2008_06
Patent number
US07388103B2

Reaction notes

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