Sodium Hydroxide → HCID 18632050, compound

HRID 621626Notes

Reaction equation

HRID 621626 reaction equation
[F:1][C@@H:2]1[CH2:7][C@H:6]2[C@H:8]3[C@H:18]([CH2:19][CH2:20][C@:4]2([CH3:5])[C:3]1=[O:25])[C@:16]1([CH3:17])[C:11](=[CH:12][C:13](=[O:22])[CH:14]=[C:15]1[CH3:21])[C@@H:10]([CH3:23])[C:9]3=[CH2:24].[OH-:26].[Na+]>CO>[O:26]1[C:11]23[C@:16]([CH3:17])([C@H:15]([CH3:21])[CH2:14][C:13](=[O:22])[CH:12]12)[C@@H:18]1[C@H:8]([C@H:6]2[C@@:4]([CH2:20][CH2:19]1)([CH3:5])[C:3](=[O:25])[C@H:2]([F:1])[CH2:7]2)[C:9](=[CH2:24])[C@H:10]3[CH3:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 1863203116alpha-Fluoro-1,6alpha-dimethyl-7-methylenandrosta-1,4-diene-3,17-dione

Product 1

HCID 18632050HCID 18632050, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

345 mg of 16α-fluoro-1β,6β-dimethyl-7-dimethylenandrost-4-ene-3,17-dione (its preparation is described in Example 2) is dissolved in methanol (20 ml) and the resulting solution cooled to 0° C. Thereupon ice cold 36% hydrogen peroxide (2 ml) and 2% sodium hydroxide (1 ml) are added. The mixture is stirred for about 24 hrs at 0°-5° C. and then poured into ice water. The product is filtered off, washed with water and then dried to give 4,5-epoxy-16α-fluoro-1β,6β-dimethyl-7-methylenandrostane-3,17-dione.

Workup

  1. filtrationThe product is filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-68728e62813444308994805d479451f9
Source dataset
uspto-grants-1989_04
Patent number
US04824830

Reaction notes

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