Acetone → (2-Fluoro-4-methoxyphenyl)(6-methoxy-2-naphthyl)methanone

HRID 1061849Notes

Reaction equation

HRID 1061849 reaction equation
CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[F:14][C:15]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:16]=1[CH:23]([C:25]1[CH:34]=[CH:33][C:32]2[C:27](=[CH:28][CH:29]=[C:30]([O:35][CH3:36])[CH:31]=2)[CH:26]=1)[OH:24].CC(C)=O>O>[F:14][C:15]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:16]=1[C:23]([C:25]1[CH:34]=[CH:33][C:32]2[C:27](=[CH:28][CH:29]=[C:30]([O:35][CH3:36])[CH:31]=2)[CH:26]=1)=[O:24]

Participants

5

Reactant 3

HCID 180AcetoneHCID 22285701(2-Fluoro-4-methoxyphenyl)(6-methoxy-2-naphthyl)methanolHCID 131709961Jones' reagent

Product 1

HCID 22285703(2-Fluoro-4-methoxyphenyl)(6-methoxy-2-naphthyl)methanoneYield 97.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Jones Reagent (38.5 mL) was added dropwise into a cold (10° C.) solution of (2-fluoro-4-methoxyphenyl)(6-methoxy-2-naphthyl)methanol (12.0 g, 38.46 mmol), and acetone (200 mL). The mixture was stirred for 30 min, poured into water and the precipitated solid filtered off and dried to give a brown solid (11.6 g, 97% yield, m.p. 120-122° C.); MS m/e 311 (M+H)+.

Workup

  1. filtrationthe precipitated solid filtered off
  2. customdried

Sources & evidence

ORD record
ord-48dd581794454a2da68ede0540c04ed4
Source dataset
uspto-grants-2005_11
Patent number
US06960607B2

Reaction notes

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