Fluorine → Ethyl 3-(4-nitrophenyl)-3-fluoropyruvate

HRID 2166932Notes

Reaction equation

HRID 2166932 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11](=[O:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].[F:18]F>C(#N)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]([F:18])[C:11](=[O:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 24524FluorineHCID 15716402Ethyl 4-nitrophenylpyruvate

Product 1

HCID 12886211Ethyl 3-(4-nitrophenyl)-3-fluoropyruvate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In the same manner as described in Example 1, ethyl 3-(4-nitrophenyl)pyruvate (11.86 g) is dissolved in acetonitrile (500 ml) and reacted with fluorine at -10° C. After the same work-up as above described, the residue is rectified to give syrupy ethyl 3-(4-nitrophenyl)-3-fluoropyruvate (3.83 g).

Sources & evidence

ORD record
ord-99a3a6d456e8434e919020f3c6dea221
Source dataset
uspto-grants-1983_06
Patent number
US04390702

Reaction notes

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