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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1285337Generated: October 25, 2026

1-Propanamine, 3-(dibenz[b,e]oxepin-11(6H)-ylidene)-N,N-dimethyl-, hydrochloride (1:1) → Doxepin

https://huagongshe.com/reaction/1285337

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Propanamine, 3-(dibenz[b,e]oxepin-11(6H)-ylidene)-N,N-dimethyl-, hydrochloride (1:1)HCID 14675—
ReactantSodium BicarbonateHCID 516892—
SolventWaterHCID 962—
ProductDoxepinHCID 3158—

Reaction Steps

Doxepin hydrochloride (10 g., 0.032 mol) was dissolved in 50 ml. H2O. Sodium bicarbonate (3.2 g., 0.038 mol) suspended in 25 ml. of H2O was added with stirring, and the mixture stirred for 20 minutes and then extracted 3×50 ml. ether. The ether extracts were combined, dried (Na2SO4) and evaporated in vacuo to yield doxepin as an oil (8.33 g.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04567179
Source datasetuspto-grants-1986_01
ORD IDord-c91b9163108f4b619c0fca596a0e1400
Source noteuspto-grants-1986_01