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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901784Generated: October 29, 2026

Water → HCID 67157815, compound

https://huagongshe.com/reaction/901784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzoyl chlorideHCID 7412—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 67158248HCID 67158248—
SolventPyridineHCID 1049—
ProductHCID 67157815HCID 6715781586.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

The compound (152 mg, 0.49 mmol) synthesized in Example 7 (7b) was dissolved in pyridine (4 mL) and t-butyldimethylsilyl chloride (82 mg, 0.54 mmol) was added thereto, followed by stirring of the mixture at 0° C. for 3 hours. After it was confirmed by TLC that the raw material was no longer present, benzoyl chloride (86 μL, 0.74 mmol) was added and the mixture was stirred at 0° C. for 1 hour. After water (20 mL) was added thereto at 0° C. and the mixture was extracted with ethyl acetate, the organic layer was washed with saturated brine (20 mL) and dried with anhydrous sodium sulfate, followed by distilling off of the solvent under reduced pressure. The residue was purified using silica gel flash column chromatography (hexane:ethyl acetate, 10:1, V/V) to obtain the desired title compound (218 mg, yield 84%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361744B2
Source datasetuspto-grants-2008_04
ORD IDord-66a165688c5e4c35b8119a53fcdca7db
Source noteuspto-grants-2008_04