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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368103Generated: October 31, 2026

Tetrahydrofuran → Benzyl 4-{3,3,3-trifluoro-2-[(methylsulfonyl)oxy]propoxy}piperidine-1-carboxylate

https://huagongshe.com/reaction/2368103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantBenzyl 4-(3,3,3-trifluoro-2-hydroxypropoxy)piperidine-1-carboxylateHCID 67447074—
SolventWaterHCID 962—
ProductBenzyl 4-{3,3,3-trifluoro-2-[(methylsulfonyl)oxy]propoxy}piperidine-1-carboxylateHCID 86658699—

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of benzyl 4-(3,3,3-trifluoro-2-hydroxypropoxy)piperidine-1-carboxylate (983 mg), mesyl chloride (0.438 mL), triethylamine (0.789 mL) and THF (10 mL) was stirred at 0° C. for 1 hr, and then at room temperature overnight. Water was added thereto, and the obtained mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.12 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703758B2
Source datasetuspto-grants-2014_04
ORD IDord-645bdbfeb14843f8810bf00ef15d3efb
Source noteuspto-grants-2014_04