Anisole → 2-(4-chlorophenyl)-1-(4-methoxyphenyl)ethanone

HRID 1368938Notes

Reaction equation

HRID 1368938 reaction equation
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17](O)=[O:18])=[CH:12][CH:11]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]([C:4]2[CH:5]=[CH:6][C:1]([O:7][CH3:8])=[CH:2][CH:3]=2)=[O:18])=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 7519AnisoleHCID 9845Trifluoroacetic anhydrideHCID 15880(4-Chlorophenyl)acetic acid

Product 1

HCID 4572422-(4-chlorophenyl)-1-(4-methoxyphenyl)ethanone

Procedure

Anisole (13.9 g, 0.13 mol) is added to a stirred solution of 4-chlorophenylacetic acid (20.0 g, 0.12 mol) in trifluoroacetic anhydride (16.5 ml, 0.12 mol). The mixture is stirred in room temperature for 24 h. Ice water is added and the crystallized product is collected on a sinter and washed with water. The product is recrystallized from ethanol. The yield is 20.4 g, 67%.

Workup

  1. customthe crystallized product is collected on a sinter
  2. washwashed with water
  3. customThe product is recrystallized from ethanol

Sources & evidence

ORD record
ord-91a8c0f7aff24976a3d28fb63d44abc1
Source dataset
uspto-grants-2003_06
Patent number
US06576645B1

Reaction notes

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