Ammonium Hydroxide → HCID 13714626, compound

HRID 1607496Notes

Reaction equation

HRID 1607496 reaction equation
Br[C:2]1[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C:3]=1[CH:4]=[CH:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@H:7]1[CH2:8][CH2:9][C:10]2=[O:22].[NH4+:23].[OH-]>O1CCOCC1>[NH2:23][C:2]1[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C:3]=1[CH:4]=[CH:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@H:7]1[CH2:8][CH2:9][C:10]2=[O:22]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 53960692HCID 53960692, compound

Product 1

HCID 13714626HCID 13714626, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 4-bromoandrosta-4,6-diene-3,17-dione (545 mg, 1.5 mmole), dioxane (15 ml) and 30% NH4OH aqueous solution (30 ml) is stirred at 75° C. in a pressure vessel during 8 hours. After cooling to room temperature, the reaction mixture is worked up as described in the Example I. There are obtained 126 mg (0.42 mmole, 28% yield) of the title compound as a yellowish solid.

Workup

  1. temperatureAfter cooling to room temperature

Sources & evidence

ORD record
ord-b30d77e478d646bb9f0a6de3f8c6a3de
Source dataset
uspto-grants-1989_09
Patent number
US04865766

Reaction notes

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