Quinone → HCID 20089837, compound

HRID 1031055Notes

Reaction equation

HRID 1031055 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

1.64 g (0.01 mol) of 5-trifluoromethyl-2-oxo-2H-pyran and 5.4 g (0.05 mol) of 1,4-benzoquinone in 7 ml of 1,2-dichlorobenzene are heated at 180° C. for 12 hours. The reaction mixture is then evaporated at 90°/20 mbar, and the distillation residue is chromatographed on 150 g of silica gel 60 (eluent CH2Cl2 : acetone 19:1; excess pressure of 0.3 bar), yield 1.82 g (80.53%); m.p. 80°-85°.

Workup

  1. customThe reaction mixture is then evaporated at 90°/20 mbar
  2. distillationthe distillation residue is chromatographed on 150 g of silica gel 60 (eluent CH2Cl2 : acetone 19:1; excess pressure of 0.3 bar), yield 1.82 g (80.53%)

Sources & evidence

ORD record
ord-79dce17cf1cf49a0a9b9e65644f1da08
Source dataset
uspto-grants-1992_04
Patent number
US05108841

Reaction notes

Loading…