Acetic Anhydride → HCID 70506227, compound

HRID 2418145Notes

Reaction equation

HRID 2418145 reaction equation
[C:1]([O:9][C@H:10]1[CH2:27][CH2:26][C@@:25]2([CH3:28])[C:12](=[CH:13][CH2:14][C@@H:15]3[C@@H:24]2[CH2:23][CH2:22][C@@:20]2([CH3:21])[C@H:16]3[C@@H:17]3[CH2:30][C@@H:18]3[C@@H:19]2[OH:29])[CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:31](OC(=O)C)(=[O:33])[CH3:32]>N1C=CC=CC=1>[C:31]([O:29][C@H:19]1[C@H:18]2[CH2:30][C@H:17]2[C@H:16]2[C@H:15]3[C@H:24]([CH2:23][CH2:22][C@:20]12[CH3:21])[C@:25]1([CH3:28])[C:12]([CH2:11][C@@H:10]([O:9][C:1](=[O:8])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:27][CH2:26]1)=[CH:13][CH2:14]3)(=[O:33])[CH3:32]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 70506062HCID 70506062, compound

Product 1

HCID 70506227HCID 70506227, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6.5 g of 3β-benzoyloxy-15β,16β-methylene-5-androsten-17β-ol, 13 ml of acetic anhydride, and 26 ml of pyridine were heated for 1.5 hours to 95° C. After ice water precipitation, the sediment was filtered off and taken up in methylene chloride. The solution was washed with water, dried, and evaporated, thus obtaining 6.9 g of crude 17β-acetoxy-3β-benzoyloxy-15β,16β-methylene-5-androstene, used without further purification in the next stage.

Workup

  1. customAfter ice water precipitation
  2. filtrationthe sediment was filtered off
  3. washThe solution was washed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-2b2c02eaa6814102a942b6070a1c00a5
Source dataset
uspto-grants-1984_09
Patent number
US04472310

Reaction notes

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