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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2055050Generated: October 31, 2026

Chloroacetyl chloride → HCID 21959306, compound

https://huagongshe.com/reaction/2055050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant3-(2,4-Bis{[2-(trimethylsilyl)ethoxy]methoxy}phenyl)-4-methyl-7-{[2-(trimethylsilyl)ethoxy]methoxy}-2H-1-benzopyran-2-oneHCID 21959225—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 21959306HCID 21959306—

Reaction Conditions

Temperature-20 °C

Reaction Steps

At room temperature, 3-[2,4-Bis-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-chromen-2-one (1.6 g, 2.37 mmol) in THF (10 mL) was added LiHMDS (2.9 mL, 2.84 mmol) slowly. The reaction mixture was stirred for 10 min and then added into chloroacetyl chloride (0.28 mL, 1.5 equiv.) in THF (20 mL) at −20° C. The reaction mixture was maintained at −20° C. for 1 hour, then diluted with diethyl ether (200 mL), washed with aqueous NH4Cl (100 ml), brine and organic layer was dried over anhydrous MgSO4. The resulting product was then concentration by vacuum to dryness and purified by silica gel column chromatography to yield the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07329654B2
Source datasetuspto-grants-2008_02
ORD IDord-e1ed11778ed645a5a2f15bda78140d93
Source noteuspto-grants-2008_02