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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1787320Generated: October 30, 2026

Water → HCID 69200058, compound

https://huagongshe.com/reaction/1787320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethyl phosphonoacetateHCID 13345—
ReactantSodium hydrideHCID 24758—
ReactantHCID 23114314HCID 23114314—
SolventDimethylformamideHCID 6228—
ProductHCID 69200058HCID 6920005893%

Reaction Steps

To a solution of sodium hydride (a 60% dispersion in liquid paraffin, 79 mg, 1.98 mmol) in DMF (10 mL) was added dropwise at 0° C. under an argon atmosphere ethyl diethylphosphonoacetate (444 mg, 1.98 mmol) and the mixture was stirred for 30 minutes. To the reaction solution was added dropwise at 0° C. a solution of N-(3-(3-formylphenyl)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide (684 mg, 1.80 mmol) obtained in Example 173 in DMF (5 mL) and the mixture was stirred for 30 minutes. The reaction solution was warmed to room temperature, was added to water and the product was extracted with ethyl acetate-THF. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, filtered, and then concentrated under reduced pressure to obtain 750 mg (yield: 93%) of the title compound. Melting point: 199-200° C. (ethyl acetate-hexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507841B2
Source datasetuspto-grants-2009_03
ORD IDord-145810a8102a40548c80632ed0a2a3b5
Source noteuspto-grants-2009_03