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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2106723Generated: October 31, 2026

Sodium hydride → 3,4-dihydro-2,2-dimethyl-3,4-epoxy-2H-pyrano[3,2-c]pyridine

https://huagongshe.com/reaction/2106723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 67937472HCID 67937472—
SolventDimethyl SulfoxideHCID 679—
Product3,4-dihydro-2,2-dimethyl-3,4-epoxy-2H-pyrano[3,2-c]pyridineHCID 10856030—

Reaction Steps

0.4 g of a 60% strength oil dispersion of NaH are added to a solution of 2.82 g of trans-2,2-dimethyl-3-bromo-6-azachroman-4-ol in 15 ml of DMSO, with stirring. The mixture is stirred for 1 hour, 2,2-dimethyl-3,4-epoxy-6-azachroman being intermediately formed. 1.43 g of 1H-2-pyridone and a further 0.5 g of NaH dispersion are added and the mixture is stirred at 20° for 16 hours. Working up analogously to Example 1 gives "A", melting point 208°-210°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04931454
Source datasetuspto-grants-1990_06
ORD IDord-1d40bf4095ec40738b086f1dc406b398
Source noteuspto-grants-1990_06