Hydroxylamine → HCID 86736927, compound

HRID 2049483Notes

Reaction equation

HRID 2049483 reaction equation
C([O:4][C@@H:5]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:19]2[C:18](=O)[CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][CH2:13][C:14]32[O:28][CH2:27][CH2:26][O:25]3)[CH2:6]1)(=O)C.[NH2:29][OH:30].[OH-].[Na+].Cl.NO>C(O)C>[CH2:26]1[CH2:27][O:28][C:14]2([CH2:13][CH2:12][C@H:11]3[C@H:10]4[C@H:19]([C:18](=[N:29][OH:30])[CH2:17][C@:15]23[CH3:16])[C@:20]2([CH3:23])[C@H:7]([CH2:6][C@H:5]([OH:4])[CH2:22][CH2:21]2)[CH2:8][CH2:9]4)[O:25]1

Participants

6

Reactant 4

HCID 787HydroxylamineHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 12796499HCID 12796499, compound

Product 1

HCID 86736927HCID 86736927, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3α-Acetoxy-17,17-ethylenedioxy-5α-androstan-11-one (1.0 g) was added to a solution of hydroxylamine prepared by addition of 50% aqueous sodium hydroxide (4 ml) to hydroxylamine hydrochloride (2 g) in ethanol (30 ml). After 17 hours reflux most of the solvent was evaporated in vacuo, the residue was diluted with water and the solid (836 mg) was collected by filtration. A portion was recrystallized from aqueous ethanol to afford the title compound m.p. 158°-159°.

Workup

  1. temperatureAfter 17 hours reflux most of the solvent
  2. customwas evaporated in vacuo
  3. additionthe residue was diluted with water
  4. filtrationthe solid (836 mg) was collected by filtration
  5. customA portion was recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-43ef48706b814f7ba4ccea6a805cf12a
Source dataset
uspto-grants-1980_04
Patent number
US04197296

Reaction notes

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