4-Fluorobenzaldehyde → 1-Fluoro-4-[2-(4-nitrophenyl)ethenyl]benzene

HRID 1165394Notes

Reaction equation

HRID 1165394 reaction equation
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]([CH2:8]P(=O)(OCC)OCC)=[CH:6][CH:5]=1)([O-:3])=[O:2].[Na].[F:20][C:21]1[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=1>C(O)C>[F:20][C:21]1[CH:28]=[CH:27][C:24]([CH:25]=[CH:8][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:18][CH:17]=2)=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 680234-FluorobenzaldehydeHCID 256065Diethyl 4-nitrobenzylphosphonateHCID 5360545Sodium

Product 1

HCID 544456351-Fluoro-4-[2-(4-nitrophenyl)ethenyl]benzene

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Procedure

A solution of diethyl p-nitrobenzylphosphonate (2.73 g) in ethanol (10 mL) was added to a solution of sodium (0.245 g) in ethanol (20 mL). The resulting mixture was stirred for 5 min, and then a solution of 4-fluorobenzaldehyde (1.24 g) in ethanol (10 mL) was added. The reaction mixture was stirred for 1 h. a yellow precipitate (1.444 g) was isolated.

Workup

  1. customwas isolated

Sources & evidence

ORD record
ord-49a458148a264ca0891565adc0eb0fb8
Source dataset
uspto-grants-1990_03
Patent number
US04909964

Reaction notes

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