반응 #354803

ord-1649bf722b3c427887c307b0423678c0

반응 방정식

Br
hydrobromic acid
C[C@]12C[C@H]3O[C@H]3C[C@@H]1CC[C@H]1[C@@H]3CC[C@H](C#N)[C@@]3(C)CC(=O)[C@@H]12
17β-cyano-2α,3α-epoxy-5α-androstan-11-one
→
C[C@]12C[C@H](Br)[C@@H](O)C[C@@H]1CC[C@H]1[C@@H]3CC[C@H](C#N)[C@@]3(C)CC(=O)[C@@H]12
title compound
C[C@]12C[C@H](Br)[C@@H](O)C[C@@H]1CC[C@H]1[C@@H]3CC[C@H](C#N)[C@@]3(C)CC(=O)[C@@H]12
2β-Bromo-17β-cyano-3α-hydroxy-5α-androstan-11-one

반응물

Br
hydrobromic acid
C[C@]12C[C@H]3O[C@H]3C[C@@H]1CC[C@H]1[C@@H]3CC[C@H](C#N)[C@@]3(C)CC(=O)[C@@H]12
17β-cyano-2α,3α-epoxy-5α-androstan-11-one

시약

없음

용매

ClC(Cl)Cl
chloroform

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The organic phase was separated
  2. 2
    세척washed with aqueous 10% sodium bicarbonate and water
  3. 3
    기타dried
  4. 4
    여과Filtration and evaporation

실험 절차

Aqueous 48% hydrobromic acid (60 ml.) was added to a solution of 17β-cyano-2α,3α-epoxy-5α-androstan-11-one (3.03g.) in chloroform (175ml.) and the mixture stirred at room temperature for 1 hr. The organic phase was separated, washed with aqueous 10% sodium bicarbonate and water and dried. Filtration and evaporation followed by preparative t.l.c. afforded the pure title compound as a white froth (2.16g.); [α]D + 68.5°, (c 0.6).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US03943124uspto-grants-1976_03