Toluene → 3-Buten-2-one, 1,1,1-trifluoro-4-(4-methylphenyl)-, (E)-

HRID 49687Notes

Reaction equation

HRID 49687 reaction equation
[C:1]1([CH3:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O[CH:11]=[CH:12][C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])C>ClCCl.[Cl-].[Zn+2].[Cl-]>[F:17][C:14]([F:15])([F:16])[C:13](=[O:18])[CH:12]=[CH:11][C:4]1[CH:5]=[CH:6][C:1]([CH3:7])=[CH:2][CH:3]=1

Participants

5

Reactant 2

HCID 1140TolueneHCID 27803954-Ethoxy-1,1,1-trifluoro-3-buten-2-one

Product 1

HCID 695902283-Buten-2-one, 1,1,1-trifluoro-4-(4-methylphenyl)-, (E)-

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
22 °C

Procedure

To a solution of toluene (8, R1=p-CH3, R3=R4=H, 10 mmol) and 4-ethoxy-1,1,1-trifluoro-3-buten-2-one (10 mmol) in dichloromethane (10 mL) is added zinc chloride (0.015 g, 1.5 mol %). The reaction mixture is stirred for 3 h at 22° C. The resulting precipitate is filtered, washed with dichloromethane (2×15 mL) and dried.

Workup

  1. filtrationThe resulting precipitate is filtered
  2. washwashed with dichloromethane (2×15 mL)
  3. customdried

Sources & evidence

ORD record
ord-2405b60c3412430e9f17544b8a0711ab
Source dataset
uspto-grants-2004_03
Patent number
US06706927B2

Reaction notes

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