Water → HCID 121291925, compound

HRID 1576789Notes

Reaction equation

HRID 1576789 reaction equation
[OH:1][C@:2]1([CH3:25])[CH2:21][CH2:20][C@@:19]2([CH3:22])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:18]2[C:17](=[O:23])[CH2:16][C@@:15]2([CH3:24])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:14])[CH3:13])[CH2:3]1.[Br:26]Br.O>CO>[Br:26][CH2:13][C:12](=[O:14])[C@@H:11]1[C@:15]2([CH3:24])[C@H:8]([C@H:7]3[C@H:18]([C:17](=[O:23])[CH2:16]2)[C@:19]2([CH3:22])[C@H:4]([CH2:3][C@@:2]([OH:1])([CH3:25])[CH2:21][CH2:20]2)[CH2:5][CH2:6]3)[CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 962WaterHCID 24408Bromine2×HCID 70211040HCID 70211040, compound

Product 1

HCID 121291925HCID 121291925, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A stirred solution of 3α-hydroxy-3β-methyl-5α-pregnane-11,20-dione (17) (5.0 g., 15.0 mmole) in methanol (300 ml.) was treated with a solution of bromine (1.0 ml.) in methanol (30 ml.) at 0° and at such a rate that the yellow colour of the solution disappeared before further addition of the bromine solution took place. The mixture was then poured into water; the precipitated title compound (2.8 g.) was collected by filtration and dried over P2O5 in vacuo.

Workup

  1. customthe precipitated title compound (2.8 g.)
  2. filtrationwas collected by filtration
  3. dry with materialdried over P2O5 in vacuo

Sources & evidence

ORD record
ord-98e43e049d4a4cdabe0ab3c3d7686b50
Source dataset
uspto-grants-1976_09
Patent number
US03983111

Reaction notes

Loading…