Water → HCID 131716312, compound

HRID 1199155Notes

Reaction equation

HRID 1199155 reaction equation
[CH3:1][C:2]1[CH2:21][C@@H:20]2[C@:7]([CH3:27])([CH2:8][CH2:9][C@H:10]3[C@H:19]2[CH2:18][CH:17]=[C:16]2[C@:11]3([CH3:26])[CH2:12][CH2:13][C@H:14]([O:22][C:23](=[O:25])[CH3:24])[CH2:15]2)[C:3]=1[C:4](=O)[CH3:5].Cl.[NH2:29][OH:30].O>C(O)C.N1C=CC=CC=1>[CH3:1][C:2]1[CH2:21][C@@H:20]2[C@:7]([CH3:27])([CH2:8][CH2:9][C@H:10]3[C@H:19]2[CH2:18][CH:17]=[C:16]2[C@:11]3([CH3:26])[CH2:12][CH2:13][CH:14]([O:22][C:23](=[O:25])[CH3:24])[CH2:15]2)[C:3]=1[C:4](=[N:29][OH:30])[CH3:5]

Participants

6

Reactant 3

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 7091834982-06-9

Product 1

HCID 131716312HCID 131716312, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1049PyridineSolvent

Procedure

A solution of 16-methyl-3β-acetoxy-5,16-pregnadien-20-one (3.70 g, 10 mmoles) was refluxed in a mixture of ethanol (100 ml) and pyridine (10 ml) containing 3.50 g (50 mmoles) of hydroxylamine hydrochloride for one hour. The reaction mixture was added to water and the crude product was filtered and washed with water. Solution in methylene chloride, filtration through anhydrous sodium sulfate, and concentration to dryness in vacuo gave the crude oxime.

Workup

  1. filtrationthe crude product was filtered
  2. washwashed with water
  3. filtrationSolution in methylene chloride, filtration
  4. concentrationthrough anhydrous sodium sulfate, and concentration to dryness in vacuo

Sources & evidence

ORD record
ord-d70543fc476944ef950538a3fc154783
Source dataset
uspto-grants-1990_02
Patent number
US04898694

Reaction notes

Loading…