Quinone → HCID 20089837, compound

HRID 2165510Notes

Reaction equation

HRID 2165510 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][C:6](=[O:9])O[CH:8]=1.C1(=O)[CH:17]=[CH:16][C:15](=[O:18])[CH:14]=[CH:13]1>ClC1C=CC=CC=1Cl>[F:10][C:2]([F:1])([F:11])[C:3]1[CH:4]=[C:5]2[C:14](=[CH:13][CH:8]=1)[C:15](=[O:18])[CH:16]=[CH:17][C:6]2=[O:9]

Participants

4

Reactant 2

HCID 4650QuinoneHCID 135299795-(Trifluoromethyl)-2H-pyran-2-one

Product 1

HCID 20089837HCID 20089837, compound

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A mixture of 1.64 g (0.01 mmol) of 5-trifluoromethyl-2-oxo-2H-pyrane and 5.4 g (0.05 mol) of 1,4-benzoquinone in 7 ml of 1,2-dichlorobenzene is heated for 12 hours to 180° C. The reaction mixture is then concentrated by evaporation at 90°/20 mbar, and the distillation residue is chromatographed over 150 g of silica gel 60 (eluant: 19:1 mixture of CH2Cl2 /acetone; 0.3 bar overpressure). Yield: 1.82 g (80.52%); m.p. 80°-85° C.

Workup

  1. temperatureis heated for 12 hours to 180° C
  2. concentrationThe reaction mixture is then concentrated by evaporation at 90°/20 mbar
  3. distillationthe distillation residue is chromatographed over 150 g of silica gel 60 (eluant: 19:1 mixture of CH2Cl2 /acetone; 0.3 bar overpressure)

Sources & evidence

ORD record
ord-03fefac708754589a854650a52794283
Source dataset
uspto-grants-1990_07
Patent number
US04940516

Reaction notes

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