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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2049945Generated: October 26, 2026

Ammonium Chloride → Cholest-5-ene-1alpha,3beta-diol

https://huagongshe.com/reaction/2049945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantLithiumHCID 3028194—
Reactant1alpha,2alpha-Epoxycholesta-4,6-dien-3-oneHCID 13911108—
SolventAmmonia tetrahydrofuranHCID 21982362—
ProductCholest-5-ene-1alpha,3beta-diolHCID 11112200—

Reaction Steps

Barton et al, J.A.C.S. 95:8, 2748 (1973) describe reduction of 1α,2α-epoxycholesta-4,6-dien-3-one with large excesses of each of lithium metal and ammonium chloride in ammonia/tetrahydrofuran at reflux to obtain 1α,3β-dihydroxycholest-5-ene which is a precursor of 1α-hydroxyvitamin D3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04199518
Source datasetuspto-grants-1980_04
ORD IDord-250f3c695fcb4d3a877fa31be8259cad
Source noteuspto-grants-1980_04