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 371027Notes

Reaction equation

HRID 371027 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

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]-3-oxo-1-pentene, MS m/e 336 (M+).

Workup

  1. extractionThe solution is then extracted with CH2Cl2
  2. washby washing
  3. customdrying
  4. customevaporation
  5. customThe product is then purified by prep

Sources & evidence

ORD record
ord-43b472dad89447c6afc2bcbc5b96751d
Source dataset
uspto-grants-1985_07
Patent number
US04529438

Reaction notes

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