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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64641Generated: October 28, 2026

Sodium Hydroxide → 9,10-dihydro-4-{-1[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]piperidin-4-ylidene}-4H-benzo-[4,5]cyclohepta[1,2-b]thiophene-10-ol

https://huagongshe.com/reaction/64641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodiumHCID 5360545—
ReactantHCID 20236858HCID 20236858—
SolventEthanolHCID 702—
Product9,10-dihydro-4-{-1[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]piperidin-4-ylidene}-4H-benzo-[4,5]cyclohepta[1,2-b]thiophene-10-olHCID 20236856—

Reaction Steps

5.8 g 4-{1-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]piperidin-4-ylidene}-4H-benzo[4,5]cyclohepta[1,2-b]thiophene-10(9H)one hydrobromide are added with stirring to a solution of 0.5 g sodium hydroxide in 100 ml ethanol. After 15 minutes, 0.45 g sodium borhydride are added in small portions and the mixture is agitated for 20 hours at room temperature. The solvent is then distilled off, the residue is taken up with water and with sodium hydroxide solution and extracted several times with chloroform. The combined extracts are then dried and evaporated, to give the title compound as a light yellow oil. The hydrogenofumarate of the title compound melts at 110°-113°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04609664
Source datasetuspto-grants-1986_09
ORD IDord-d3cc3b0126674849b19e30db9c01020d
Source noteuspto-grants-1986_09