81968-78-7 → HCID 88597834, compound

HRID 329533Notes

Reaction equation

HRID 329533 reaction equation
[OH:1][C@H:2]1[CH2:21][CH2:20][C@@:19]2([CH3:22])[C:4](=[CH:5][CH:6]=[C:7]3[C@@H:18]2[CH2:17][CH2:16][C@@:15]2([CH3:23])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=O)[CH3:13])[CH2:3]1.Cl.[NH2:25][OH:26]>N1C=CC=CC=1>[OH:26][N:25]=[C:12]([C@@H:11]1[C@:15]2([CH3:23])[C@H:8]([C:7]3[C@H:18]([CH2:17][CH2:16]2)[C@:19]2([CH3:22])[C:4]([CH2:3][C@@H:2]([OH:1])[CH2:21][CH2:20]2)=[CH:5][CH:6]=3)[CH2:9][CH2:10]1)[CH3:13]

Participants

4

Reactant 2

HCID 9947581968-78-72×HCID 443297Hydroxyamine hydrochloride

Product 1

HCID 88597834HCID 88597834, compoundYield 76.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The crude 3β-hydroxy-5,7-pregnadien-20-one (1.3 g) prepared in (a) was dissolved in 30 ml of pyridine, and after addition of hydroxylamine hydrochloride (863.2 mg), the solution was stirred for 5 hours at room temperature. After distilling off the pyridine under vacuum, methanol was added to the residue and the precipitating crystal was collected by filtration to obtain 1.04 g of the desired oxime compound.

Workup

  1. distillationAfter distilling off the pyridine under vacuum, methanol
  2. additionwas added to the residue
  3. filtrationthe precipitating crystal was collected by filtration

Sources & evidence

ORD record
ord-743bb89a0c0848baadcef56f54b8772a
Source dataset
uspto-grants-1990_01
Patent number
US04891364

Reaction notes

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