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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202261Generated: November 2, 2026

Tetrahydrofuran → trans-(2-(((Tert-butyldiphenylsilyl)oxy)methyl)cyclopropyl)methyl methanesulfonate

https://huagongshe.com/reaction/2202261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttrans-(2-((Tert-butyldiphenylsilyloxy)methyl)cyclopropyl)methanolHCID 10042906—
SolventWaterHCID 962—
Producttrans-(2-(((Tert-butyldiphenylsilyl)oxy)methyl)cyclopropyl)methyl methanesulfonateHCID 10025044100%

Reaction Steps

TEA (0.450 mL, 3.23 mmol) was added to a mixture of trans-(2-((tert-butyldiphenylsilyloxy)methyl)cyclopropyl)methanol (1 g, 2.94 mmol), methanesulfonyl chloride (0.250 mL, 3.23 mmol) and THF (10 mL) at 0° C., and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give trans-(2-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopropyl)methyl methanesulfonate (1.230 g, 2.94 mmol, 100%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365520B2
Source datasetuspto-grants-2016_06
ORD IDord-205e3c611ce84a34b53fb074622e9c7b
Source noteuspto-grants-2016_06