Potassium Cyanide → HCID 58288171, compound

HRID 1476071Notes

Reaction equation

HRID 1476071 reaction equation
[C-:1]#[N:2].[K+].F[C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[CH:7][C:6]=1[N+:20]([O-:22])=[O:21]>CN(C=O)C>[C:1]([C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[CH:7][C:6]=1[N+:20]([O-:22])=[O:21])#[N:2]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 58136329HCID 58136329, compound

Product 1

HCID 58288171HCID 58288171, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

134 mg (2.06 mmol) of potassium cyanide were added to a solution of 500 mg (1.87 mmol) of tert-butyl (2E)-3-(4-fluoro-3-nitrophenyl)acrylate in 5.4 ml of DMF. The reaction mixture was stirred at RT overnight and then purified directly by flash chromatography on silica gel (mobile phase cyclohexane/ethyl acetate mixture). This gave 57 mg (11% of theory) of the title compound.

Workup

  1. custompurified directly by flash chromatography on silica gel (mobile phase cyclohexane/ethyl acetate mixture)

Sources & evidence

ORD record
ord-201cc406fe354eb9ab78733b0d3004ae
Source dataset
uspto-grants-2015_04
Patent number
US09018414B2

Reaction notes

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