Acetone → HCID 86592853, compound

HRID 351233Notes

Reaction equation

HRID 351233 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]([CH:19]2[CH2:21][CH2:20]2)=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)=[O:24].OO.[OH-].[Na+]>CCO.O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C@@H:15]2[O:24][C@H:16]2[C:17]([CH:19]2[CH2:21][CH2:20]2)=[O:18])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 180AcetoneHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 19558805HCID 19558805, compound

Product 1

HCID 86592853HCID 86592853, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

(2E)-3-[4-(Benzyloxy)phenyl]-1-cyclopropyl-2-propen-1-one (6.25 g) was suspended in EtOH (67.5 ml), acetone (22.5 ml) To this mixture was added hydrogen peroxide 30% aqueous solution (4.5 ml), and 3M NaOH (4.5 ml), and the mixture was stirred at ambient temperature for l day. The mixture was diluted with H2O. White precipitates were collected and washed with H2O, and air dried to give {(2R,3S)-3-[4-(benzyloxy)phenyl]-2-oxiranyl}(cyclopropyl)methanone (6.27 g).

Workup

  1. customWhite precipitates
  2. customwere collected
  3. washwashed with H2O, and air
  4. customdried

Sources & evidence

ORD record
ord-80c57c24fc3043dc9aca8dd4fd4c142c
Source dataset
uspto-grants-2007_02
Patent number
US07183306B2

Reaction notes

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