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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877077Generated: October 25, 2026

Water → 8-[Chloro(2-methyl-5-phenylfuran-3-yl)methyl]-1,4-dioxaspiro[4.5]decane

https://huagongshe.com/reaction/1877077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
Reactant1,4-Dioxaspiro[4.5]dec-8-yl(2-methyl-5-phenylfuran-3-yl)methanolHCID 68511110—
SolventTolueneHCID 1140—
Product8-[Chloro(2-methyl-5-phenylfuran-3-yl)methyl]-1,4-dioxaspiro[4.5]decaneHCID 68509746100%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 1,4-dioxaspiro[4.5]dec-8-yl(2-methyl-5-phenylfuran-3-yl)methanol (0.7 g) in toluene (20 mL) were added thionyl chloride (0.2 mL) and pyridine (0.2 mL), and the mixture was stirred at 0° C. for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (0.7 g, 100%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309580B2
Source datasetuspto-grants-2012_11
ORD IDord-9788ab9183914c7680e97bca952cd1ea
Source noteuspto-grants-2012_11