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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022643Generated: October 30, 2026

Water → HCID 66976278, compound

https://huagongshe.com/reaction/1022643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 66975619HCID 66975619—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66976278HCID 6697627864.1%

Reaction Steps

A solution of tert-butyldimethylchlorosilane (3.65 g) in THF (10 mL) was added dropwise to a solution of (2RS,3RS)-4-(benzylamino)-3-(3,4-dichlorophenyl)butane-1,2-diol (7.50 g) and triethylamine (9.22 mL) in THF (35 ml) at 0° C. Under nitrogen purging, the mixture was stirred at room temperature for 3 hr, water was added at 0° C., 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%-100%)) to give the title compound (6.42 g) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722662B2
Source datasetuspto-grants-2014_05
ORD IDord-caf0c43aa09d427dad15ba85ab6b6e93
Source noteuspto-grants-2014_05