Acetone → HCID 19353273, compound

HRID 378252Notes

Reaction equation

HRID 378252 reaction equation
CC(C)=[O:3].[F:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:13]([CH2:27][C:28]#[N:29])=[C:14]([CH2:25][OH:26])[CH:15]=[C:16]3[C:24]=2[C:20]2[O:21][CH2:22][O:23][C:19]=2[CH:18]=[CH:17]3)=[CH:8][CH:7]=1.[Mn]([O-])(=O)(=O)=O.[K+]>O>[C:28]([CH2:27][C:13]1[C:12]([C:9]2[CH:8]=[CH:7][C:6]([F:5])=[CH:11][CH:10]=2)=[C:24]2[C:16]([CH:17]=[CH:18][C:19]3[O:23][CH2:22][O:21][C:20]=32)=[CH:15][C:14]=1[C:25]([OH:3])=[O:26])#[N:29]

Participants

5

Reactant 3

HCID 180AcetoneHCID 516875Potassium Permanganate2×HCID 19353262HCID 19353262, compound

Product 1

HCID 19353273HCID 19353273, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of acetone (5 ml) and water (2 ml) was dissolved 9-(4-fluorophenyl)-7-hydroxymethylnaphtho[1,2-d]-1,3-dioxole-8-acetonitrile (200 mg), and potassium permanganate (400 mg) was gradually added thereto. The mixture was stirred for 1 hour at room temperature and potassium permanganate (200 mg) was gradually added thereto. The insoluble substances were filtered off and 1N hydrochloric acid was added to the filtrate. The resultant precipitates were collected by suction and recrystallized from methanol to give the entitled compound (23 mg) as colorless crystals.

Workup

  1. additionwas gradually added
  2. filtrationThe insoluble substances were filtered off
  3. addition1N hydrochloric acid was added to the filtrate
  4. customThe resultant precipitates
  5. customwere collected by suction
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-fe5ae4b7712a43e1a915b503faa00536
Source dataset
uspto-grants-2000_02
Patent number
US06030967

Reaction notes

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