Water → 85639-55-0

HRID 543650Notes

Reaction equation

HRID 543650 reaction equation
[OH-].[Na+].C([O:6][C@H:7]1[CH2:12][CH2:11][C@H:10]2[C@H:13]3[C@H:23]([CH2:24][CH2:25][C@:8]12[CH3:9])[C@:21]1([CH3:22])[C@H:16]([CH2:17][C:18]([CH3:26])=[CH:19][CH2:20]1)[CH2:15][CH2:14]3)(=O)C.O>CO>[CH3:26][C:18]1[CH2:17][C@H:16]2[C@:21]([CH3:22])([CH2:20][CH:19]=1)[C@@H:23]1[C@H:13]([C@H:10]3[C@@:8]([CH2:25][CH2:24]1)([CH3:9])[C@@H:7]([OH:6])[CH2:12][CH2:11]3)[CH2:14][CH2:15]2

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 21723333HCID 21723333, compound

Product 1

HCID 22857985639-55-0

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Aqueous sodium hydroxide solution (50 ml; 4N) was added to a solution of 3-methyl-5α-androst-2-en-17β-ol acetate (50 g) in methanol (400 ml) and the solution was heated under reflux for 1 h. The solution was cooled and water was added to precipitate the product (43 g). Recrystallisation of a sample from ether gave pure 3-methyl-5α-androst-2-en-17β-ol, m.p. 128°-130°; [α]D +68° (c 0.31 in EtOH).

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 1 h
  3. temperatureThe solution was cooled
  4. customto precipitate the product (43 g)
  5. customRecrystallisation of a sample from ether

Sources & evidence

ORD record
ord-38609f4a830d4a30a4f45b7060a80368
Source dataset
uspto-grants-1984_05
Patent number
US04447425

Reaction notes

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