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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36841Generated: October 29, 2026

Acetyl chloride → Androstan-17-one, 3-(acetyloxy)-2,16-di-1-piperidinyl-, (2β,3α,5α,16β)-

https://huagongshe.com/reaction/36841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
Reactant3beta-Hydroxy-2beta,16beta-dipiperidino-5-alpha-androstan-17-oneHCID 114656—
SolventDichloromethaneHCID 6344—
ProductAndrostan-17-one, 3-(acetyloxy)-2,16-di-1-piperidinyl-, (2β,3α,5α,16β)-HCID 22853572—

Reaction Steps

To a stirred solution of 40 g of (2β,3α,5α,16β)-3-hydroxy-2,16-di-(1-piperidinyl)-androstan-17-one in 160 ml of dichloromethane were added 13.5 ml of acetylchloride at 15°-20 ° C. The solution was stirred for 6 h at room temperature and thereafter evaporated to dryness. The residue was dissolved in toluene, the solution again evaporated to dryness and the residue dissolved in dichloromethane. The solution was washed with saturated aqueous sodium carbonate solution, with water and with saturated brine, dried over sodium sulphate, and evaporated to dryness to give 43.5 g of (2β,3α,5α,16β)-3-acetyloxy-2,16-di-(1-piperidinyl)androstan-17-one. Mp 154° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05418226
Source datasetuspto-grants-1995_05
ORD IDord-bd8175091f0e4c5691795727be49dd1c
Source noteuspto-grants-1995_05