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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625994Generated: November 1, 2026

tert-Butanol → 2,2-Dimethyloxane-4-carbonitrile

https://huagongshe.com/reaction/1625994

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTosylmethyl isocyanideHCID 161915—
Reactant2,2-Dimethyltetrahydropyran-4-oneHCID 1738159—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDiethyl EtherHCID 3283—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2,2-Dimethyloxane-4-carbonitrileHCID 1229642584.4%

Reaction Conditions

Temperature-20 °C

Reaction Steps

p-Toluenesulfonylmethyl isocyanide (693 mg) and tert-butanol (438 μl) were added to a solution of 2,2-dimethyltetrahydro-4H-pyran-4-one (350 mg) in dimethoxyethane (10 ml) with stirring. Potassium tert-butoxide (766 mg) were added in three portions under cooling at −20° C. The mixture was heated to room temperature and then stirred for 18 hours. Diethyl ether was added and the mixture was filtered through Celite. Thereafter, the solvent was evaporated under reduced pressure to give the title compound (321 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785438B2
Source datasetuspto-grants-2014_07
ORD IDord-c0410f2caff04b58b738f47ef0859dc2
Source noteuspto-grants-2014_07