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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022644Generated: October 31, 2026

Water → HCID 66975923, compound

https://huagongshe.com/reaction/1022644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
ReactantHCID 66976278HCID 66976278—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66975923HCID 66975923—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (2RS,3RS)-4-(benzylamino)-1-{[tert-butyl(dimethyl)silyl]oxy}-3-(3,4-dichlorophenyl)butan-2-ol (6.40 g) and triethylamine (2.16 mL) in THF (50 mL) was added dropwise chloroacetyl chloride (1.23 mL) at 0° C. The mixture was stirred at 0° C. for 20 min, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate (0%-30%)) to give the title compound (6.83 g) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722662B2
Source datasetuspto-grants-2014_05
ORD IDord-1741714fce7d4445a5fc96cb8f26f445
Source noteuspto-grants-2014_05