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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080508Generated: October 26, 2026

Cyclohexene, 1-((trimethylsilyl)oxy)- → beta(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanol

https://huagongshe.com/reaction/1080508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexene, 1-((trimethylsilyl)oxy)-HCID 81161—
Reactant(2R,3R)-(-)-2-Benzyloxy-1,3,4-butanetriolHCID 10867592—
CatalystHydrochloric AcidHCID 313—
SolventDiethyl EtherHCID 3283—
Productbeta(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanolHCID 5370243396,624.102%

Reaction Steps

4.34 g (0.02 mol) of (2R,3R)-2-benzyloxybutane-1,3,4-triol were suspended in a mixture of 3.4 g (0.02 mmol) of 1-cyclohexenyloxytrimethylsilane and 40 ml of diethyl ether. Two drops of concentrated hydrochloric acid were added and the mixture was stirred at room temperature for 30 minutes. The mixture was then evaporated to give 5.65 g of β(R)-benzyloxy-1,4-dioxaspiro [4,5]decane-2 (R)-ethanol in the form of a colourless viscous oil; MS: m/e 292 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05580999
Source datasetuspto-grants-1996_12
ORD IDord-0fb90ae4bbe249d9a8de2ca5b5cc4a6a
Source noteuspto-grants-1996_12