Acetone → HCID 21495629, compound

HRID 1731188Notes

Reaction equation

HRID 1731188 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([C:8]2[C:9]([CH3:19])=[C:10]([CH2:14][CH2:15][CH2:16][CH2:17][OH:18])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.CC(C)=[O:24]>>[F:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([C:8]2[C:9]([CH3:19])=[C:10]([CH2:14][CH2:15][CH2:16][C:17]([OH:24])=[O:18])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 21495664HCID 21495664, compound

Product 1

HCID 21495629HCID 21495629, compound

Procedure

14 ml of a sulfochromic mixture titrating 26.5 g of chromic anhydride per 100 ml were added over 25 minutes at 10° C to a solution of 3.47 g of 4-(3'-p-fluorobenzoyl-2'-methyl-phenyl)-butanol in 35 ml of acetone and after returning the mixture to room temperature, the mixture was stirred overnight. The mixture was poured into ice water and vacuum filtered, was washed with water until the wash water was neutral and the precipitate recovered was dried over phosphoric acid and crystallized from cycloxane to obtain 3.02 g of 4-(3'-p-fluorobenzoyl-2'-methyl-phenyl)-butyric acid in the form of colorless crystals melting at 94° C.

Workup

  1. customto room temperature
  2. filtrationfiltered
  3. washwas washed with water until the wash water
  4. customthe precipitate recovered
  5. dry with materialwas dried over phosphoric acid
  6. customcrystallized from cycloxane

Sources & evidence

ORD record
ord-0680c4830131443c90fb5d7969c5fe98
Source dataset
uspto-grants-1976_11
Patent number
US03995056

Reaction notes

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