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

HRID 1813935
Notes
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Reaction equation

HRID 1813935 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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
  • washwashed with water
  • customThe product is recrystallized from ethanol
  • Sources & evidence

    ORD record
    ord-685ae380c7204a3cb61eecb7df8b0662
    Source dataset
    uspto-grants-2005_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06875775B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes