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 1248535Notes

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

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
  2. washby washing
  3. customdrying
  4. customevaporation
  5. customThe product is then purified by prep

Sources & evidence

ORD record
ord-9c78c88dee61458ea5fd1fb06414494e
Source dataset
uspto-grants-1985_06
Patent number
US04525205

Reaction notes

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