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 638492Notes

Reaction equation

HRID 638492 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-b48ccc26f4ba4f01840092ee8e4ab590
Source dataset
uspto-grants-1985_12
Patent number
US04561882

Reaction notes

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