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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1980537Generated: October 27, 2026

Sodium hydride → 2,2-Dimethyl-4-(2-oxopiperidin-1-yl)-2H-1-benzopyran-6-carbonitrile

https://huagongshe.com/reaction/1980537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant6-cyano-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-piperidinyl)-2H-benzo[b]pyran-3-olHCID 13151176—
SolventTetrahydrofuranHCID 8028—
Product2,2-Dimethyl-4-(2-oxopiperidin-1-yl)-2H-1-benzopyran-6-carbonitrileHCID 137043564.3%

Reaction Steps

Sodium hydride (170 mg, 80% dispersion in oil) was added to a solution of trans-6-cyano-3,4-dihydro-2,2-dimethyl-4-(2-oxo-1-piperidinyl)-2H-1-benzopyran-3-ol (1.65 g) in anhydrous tetrahydrofuran (25 ml) and the reaction mixture stirred and heated under reflux for 48 hours. Work up as in Example 1, followed by chromatography (chromatotron--2 mm Silica gel HF254 --elution with ethyl acetate at 6 ml/min) gave one fraction (312 mg) which on recrystallisation from ethyl acetate gave the title compound as crystals (66 mg) of m.p. 162°-163° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04510152
Source datasetuspto-grants-1985_04
ORD IDord-721eb73c4cf54f68a1eec55229d220e5
Source noteuspto-grants-1985_04