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3-Methoxy-4-{4-[4-(trifluoromethyl)phenoxy]phenoxy}pent-2-en-1-ol → 4-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}pent-1-en-3-one

HRID 1248535
Notes
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Reaction equation

HRID 1248535 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:24]=[CH:23][C:6]([O:7][C:8]2[CH:22]=[CH:21][C:11]([O:12][CH:13]([CH3:20])[C:14]([O:18]C)=[CH:15][CH2:16]O)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1>C(Cl)Cl>[F:1][C:2]([F:25])([F:26])[C:3]1[CH:24]=[CH:23][C:6]([O:7][C:8]2[CH:22]=[CH:21][C:11]([O:12][CH:13]([CH3:20])[C:14](=[O:18])[CH:15]=[CH2:16])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 537578573-Methoxy-4-{4-[4-(trifluoromethyl)phenoxy]phenoxy}pent-2-en-1-ol

Product 1

HCID 132359014-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}pent-1-en-3-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The alcohol (600 mg) is stirred with 5 ml of 35% HClo4 in CH2Cl2 (5 ml) for about 20 minutes. The solution is then extracted with CH2Cl2 followed by washing, drying and evaporation. The product is then purified by prep. thin layer chromatography to give 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3oxo-1-pentene, MS m/e 336 (M+).

Workup

  1. extractionThe solution is then extracted with CH2Cl2
  • washby washing
  • customdrying
  • customevaporation
  • customThe product is then purified by prep
  • Sources & evidence

    ORD record
    ord-9c78c88dee61458ea5fd1fb06414494e
    Source dataset
    uspto-grants-1985_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04525205

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes