HCID 86738803, compound → HCID 86738802, compound

HRID 354536Notes

Reaction equation

HRID 354536 reaction equation
[Cl:1][C:2]([C:24]([F:27])([F:26])[F:25])=[CH:3][C@@H:4]1[C@H:6]([C:7]([O:9][CH2:10][C:11]2[C:16]([CH3:17])=[CH:15][CH:14]=[C:13]([N+:18]([O-])=O)[C:12]=2[CH3:21])=[O:8])[C:5]1([CH3:23])[CH3:22]>[Ni]>[Cl:1][C:2]([C:24]([F:25])([F:26])[F:27])=[CH:3][C@@H:4]1[C@H:6]([C:7]([O:9][CH2:10][C:11]2[C:16]([CH3:17])=[CH:15][CH:14]=[C:13]([NH2:18])[C:12]=2[CH3:21])=[O:8])[C:5]1([CH3:23])[CH3:22]

Participants

3

Reactant 1

HCID 86738803HCID 86738803, compound

Product 1

HCID 86738802HCID 86738802, compoundYield 32.8%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

(2,6-Dimethyl-3-nitrophenyl)methyl cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate (11.27 grams, 0.028 mole) was hydrogenated over Raney nickel. The product was chromatographed on an alumina column eluted with toluene to give (3-amino-2,6-dimethylphenyl)methyl cis-3-(2-chloro-3,3,3-trifluoropropenyl)2,2-dimethylcyclopropanecarboxylate (3.45 grams) as a liquid.

Workup

  1. customThe product was chromatographed on an alumina column
  2. washeluted with toluene

Sources & evidence

ORD record
ord-6723601b60504a8eb2bd24cc9d38f50f
Source dataset
uspto-grants-1983_03
Patent number
US04375476

Reaction notes

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