Acetic Anhydride → HCID 12834728, compound

HRID 2418137Notes

Reaction equation

HRID 2418137 reaction equation
[OH:1][C@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C:4](=[CH:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[C@@H:9]3[CH2:22][C@@H:10]3[C:11]2=[O:21])[CH2:3]1.[C:23](OC(=O)C)(=[O:25])[CH3:24]>N1C=CC=CC=1>[C:23]([O:1][C@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C:4](=[CH:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[C@@H:9]3[CH2:22][C@@H:10]3[C:11]2=[O:21])[CH2:3]1)(=[O:25])[CH3:24]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 1307594967372-65-0

Product 1

HCID 12834728HCID 12834728, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
95 °C

Procedure

A solution of 95 g of 3β-hydroxy-15β,16β-methylene-5-androsten-17-one in 190 ml of pyridine was combined with 95 ml of acetic anhydride and stirred for 1.5 hours at 95° C. The precipitate obtained after pouring the mixture into ice water was filtered off, washed thoroughly with water, and dried, thus obtaining 107 g of 3β-acetoxy-15β,16β-methylene-5-androsten-17-one as a crude product. A sample extracted by boiling with diisopropyl ether melted at 140.5°-141° C.

Workup

  1. customThe precipitate obtained
  2. filtrationwas filtered off
  3. washwashed thoroughly with water
  4. customdried

Sources & evidence

ORD record
ord-4470c4cfe19741ebb9c3b6a9b21f0210
Source dataset
uspto-grants-1984_09
Patent number
US04472310

Reaction notes

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