HCID 86734345, compound → Trestolone

HRID 1974428Notes

Reaction equation

HRID 1974428 reaction equation
C(O)(=O)C.[OH:5][C@H:6]1[CH2:11][CH2:10][C@H:9]2[C@H:12]3[C@H:21]([CH2:22][CH2:23][C@:7]12[CH3:8])[C@@H:20]1[C:15](=[CH:16][C:17](=[O:24])[CH2:18][CH2:19]1)[CH2:14][C@H:13]3[CH3:25]>CO.C[O-].[Na+]>[OH:5][C@H:6]1[CH2:11][CH2:10][C@H:9]2[C@H:12]3[C@H:21]([CH2:22][CH2:23][C@:7]12[CH3:8])[C@@H:20]1[C:15](=[CH:16][C:17](=[O:24])[CH2:18][CH2:19]1)[CH2:14][C@H:13]3[CH3:25]

Participants

4

Reactant 1

HCID 86734345HCID 86734345, compound

Product 1

HCID 9838899Trestolone

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 10942334Sodium MethoxideSolvent

Procedure

The compound 17β-hydroxy-7α-methylestr-4-en-3-one acetate, prepared in accordance with the preceding Example, is dissolved in 400 ml of methanol containing 9.5 g of sodium methoxide. The yellow solution is stirred for 2 hours at room temperature under nitrogen and poured onto an ice-water mixture. The solid which forms is filtered and recrystallized from an acetone-hexane mixture to yield 11.3 g (two crops) of 17β-hydroxy-7α-methylestr-4-en-3-one having a melting point of 144°-6° C.

Workup

  1. filtrationThe solid which forms is filtered
  2. customrecrystallized from an acetone-hexane mixture

Sources & evidence

ORD record
ord-e7ee8dad0ccb442ab8a0f3de2d2c7aa3
Source dataset
uspto-grants-1976_12
Patent number
US04000273

Reaction notes

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