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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476053Generated: October 30, 2026

Water → HCID 58136329, compound

https://huagongshe.com/reaction/1476053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluoro-3-nitrobenzaldehydeHCID 598129—
Reactanttert-Butyl diethylphosphonoacetateHCID 2773685—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58136329HCID 58136329—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under argon, 0.65 g (16.3 mmol) of sodium hydride (as a 60% suspension in mineral oil) was initially charged in 25 ml of THF and cooled to 0° C. 4.29 g (17 mmol) of tert-butyl diethylphosphonoacetate were then slowly added dropwise. After 30 min, 2.5 g (14.8 mmol) of 4-fluoro-3-nitrobenzaldehyde were added. The reaction mixture was stirred at RT for 3 h and then poured into 100 ml of water and extracted three times with in each case 100 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated. The residue was purified by flash chromatography (silica gel, mobile phase cyclohexane/ethyl acetate 50:1). This gave 3.37 g (85% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018414B2
Source datasetuspto-grants-2015_04
ORD IDord-d0bd1f06d87d472db7052b73cf104b41
Source noteuspto-grants-2015_04