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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498101Generated: October 27, 2026

Thionyl Chloride → 5-Benzyl-1-cyclooctanol

https://huagongshe.com/reaction/498101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1-Benzyl-5-(tert-butyl)dimethylsilyloxy-1-cyclooctanolHCID 131725167—
SolventPyridineHCID 1049—
Product5-Benzyl-1-cyclooctanolHCID 22319785—

Reaction Conditions

Temperature0 °C

Reaction Steps

1.7 g of the above product (b) was dissolved in 40 ml of pyridine. To the solution was added 0.43 ml of thionyl chloride while cooling with an ice bath. After stirring at 0° C. for twenty minutes, the reaction solution was poured into ice water, and extracted with ether. The organic layer was washed with a saturated saline solution, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, to afford 1.6 g of the titled compound as pale yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949585B2
Source datasetuspto-grants-2005_09
ORD IDord-5c5780bd0aef4c7aa8ec10ff505b30ca
Source noteuspto-grants-2005_09