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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072890Generated: November 1, 2026

Water → HCID 22388154, compound

https://huagongshe.com/reaction/1072890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl benzylphosphonateHCID 14122—
ReactantSodium hydrideHCID 24758—
ReactantHCID 22387817HCID 22387817—
SolventDimethylformamideHCID 6228—
ProductHCID 22388154HCID 2238815462.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

Sodium hydride (70% in mineral oil, 81 mg) was added to a mixture of 4-((tert-butyldimethylsilyloxy)methyl)-3-chlorobenzaldehyde (571 mg) and diethyl benzylphosphonate (502 mg) in N,N-dimethylformamide (2 ml) under a nitrogen atmosphere at room temperature and the mixture was stirred at 40° C. for 2 hr. Water was added to the reaction mixture and the resulting product was extracted three times with ether. The organic layers were combined, washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was subjected to silica gel column chromatography (hexane/ethyl acetate=50/1) to give the objective compound (448 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911469B2
Source datasetuspto-grants-2005_06
ORD IDord-70577d39ad844d09a0471beb5f6ee8a9
Source noteuspto-grants-2005_06