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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446610Generated: October 30, 2026

Water → HCID 66671463, compound

https://huagongshe.com/reaction/446610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl chloroformateHCID 10387—
ReactantSodium hydrideHCID 24758—
ReactantHCID 66671689HCID 66671689—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 66671463HCID 6667146393%

Reaction Steps

The compound (593 mg, 0.883 mmol) obtained in Example 97a was dissolved in tetrahydrofuran (9 mL), 55% sodium hydride (42 mg, 0.971 mmol) was added under ice cooling, and the mixture was stirred under ice cooling under a nitrogen atmosphere for 15 minutes. Subsequently, benzyl chloroformate (0.19 mL, 1.32 mmol) was added, and the mixture was stirred at room temperature for 18 hours. After the reaction was completed, water was added, and ethyl acetate was further added to separate the layers. The resulting organic layer was separated, washed with saturated sodium chloride solution, and then dried with anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by NH silica gel column chromatography (hexane:ethyl acetate, 1:5→1:15, v/v) to give the title compound (660 mg; yield, 93%) as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476253B2
Source datasetuspto-grants-2013_07
ORD IDord-c115bacbca5b416aa2a04c63512f94e8
Source noteuspto-grants-2013_07