Sodium Hydroxide → HCID 18632038, compound

HRID 621629Notes

Reaction equation

HRID 621629 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])[CH2:14][C@H:15]1[CH3:21])[C:10](=[CH2:23])[C@H:9]3[CH3:24].[OH-:26].[Na+]>CO>[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]2([O:26][CH:12]2[C:13](=[O:22])[CH2:14][C@H:15]1[CH3:21])[C:10](=[CH2:23])[C@H:9]3[CH3:24]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18632034HCID 18632034, compound

Product 1

HCID 18632038HCID 18632038, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

344 mg of 16α-fluoro-1β,7α-dimethyl-6-methylenandrost-4-ene-3,17-dione (which can be prepared as described in Example 1) are dissolved in methanol (20 ml) and the solution cooled to 0°-5° C. Ice cold 36% hydrogen peroxide (2 ml) and 2% sodium hydroxide (1 ml) are added and the mixture stirred for further 24 hrs at 0°-5° C. Then the mixture is poured into ice water, the product filtered off, washed with water and dried to yield 16α-fluoro-4,5-epoxy-1β,7α-dimethyl-6-methylenandrostane-3,17-dione (306 mg).

Workup

  1. temperaturethe solution cooled to 0°-5° C
  2. filtrationthe product filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-48995db57ce54f76a0b802210fa7ad35
Source dataset
uspto-grants-1989_04
Patent number
US04824830

Reaction notes

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