Hydroxyamine hydrochloride → HCID 86749672, compound

HRID 1736642Notes

Reaction equation

HRID 1736642 reaction equation
[C:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:21]([CH2:22][CH2:23][C@:6]12[CH3:7])[C@:19]1([CH3:20])[C@:14]([OH:25])([CH2:15][C@@H:16]([OH:24])[CH2:17][CH2:18]1)[C:13](=O)[CH2:12]3)([O:3][CH3:4])=[O:2].Cl.[NH2:28][OH:29].O.O.O.C([O-])(=O)C.[Na+]>C(O)C>[C:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:21]([CH2:22][CH2:23][C@:6]12[CH3:7])[C@:19]1([CH3:20])[C@:14]([OH:25])([CH2:15][C@@H:16]([OH:24])[CH2:17][CH2:18]1)[C:13](=[N:28][OH:29])[CH2:12]3)([O:3][CH3:4])=[O:2]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 15380074HCID 15380074, compoundHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 86749672HCID 86749672, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 17β-Carbomethoxy-6-oxo-3β,5α-dihydroxy-androstane, 8 g, as prepared in example 17, hydroxylamine hydrochloride (12 g) and sodium acetate trihydrate (16 g) in ethanol (100 mL) is heated at reflux for 1 h. The reaction mixture is cooled to ambient temperature and filtered to afford 17β-carbomethoxy-6-oximino-3β,5α-dihydroxyandrostane as a white solid, mp 234°-237° C. dec. Anal. Calcd. for C21H33NO5.H2O: C, 63.34; H, 8.88; N, 3.53. Found: C, 62.91; H, 8.98; N, 3.27.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 1 h
  3. filtrationfiltered

Sources & evidence

ORD record
ord-33bd143ed3d341deb1cc252c719ba8c7
Source dataset
uspto-grants-1996_07
Patent number
US05541322

Reaction notes

Loading…