Ammonium Hydroxide → HCID 67894315, compound

HRID 1607497Notes

Reaction equation

HRID 1607497 reaction equation
Cl[C:2]1[C:19](=[O:20])[CH:18]=[CH:17][C@@:16]2([CH3:21])[C:3]=1[CH2:4][CH2:5][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])[CH:18]=[CH:17][C@@:16]2([CH3:21])[C:3]=1[CH2:4][CH2:5][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 14682349HCID 14682349, compound

Product 1

HCID 67894315HCID 67894315, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 4-chloroandrosta-1,4-diene-3,17-dione (957 mg, 3 mmole), dioxane (30 ml) and 30% NH4OH aqueous solution (60 ml) is stirred at 75° C. in a pressure vessel during 18 hours. After cooling to room temperature, the reaction mixture is worked up as described in the Example 1. There are obtained 242 mg (0.81 mmole, 27% yield) of the title compound as a yellow solid.

Workup

  1. temperatureAfter cooling to room temperature

Sources & evidence

ORD record
ord-824f0a280916482a8bfa1e9f5cb2c465
Source dataset
uspto-grants-1989_09
Patent number
US04865766

Reaction notes

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