Acetic Anhydride → HCID 70466750, compound

HRID 279855Notes

Reaction equation

HRID 279855 reaction equation
[CH2:1]1[C@H:3]2[CH:4]([OH:28])[CH2:5][C@H:6]3[C@:19]([CH3:20])([C@@H:2]12)[C@@H:18]1[C@H:9]([C@H:10]2[C@@:14]([CH2:16][CH2:17]1)([CH3:15])[C@@H:13]([O:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][O:23]1)[CH2:12][CH2:11]2)[CH2:8][CH2:7]3.[C:29](OC(=O)C)(=[O:31])[CH3:30]>N1C=CC=CC=1>[C:29]([O:28][CH:4]1[C@@H:3]2[CH2:1][C@@H:2]2[C@@:19]2([CH3:20])[C@@H:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[O:21][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][O:23]2)[CH2:5]1)(=[O:31])[CH3:30]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 70466798HCID 70466798, compound

Product 1

HCID 70466750HCID 70466750, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

9.0 g of 1α,2α-methylene-17β-(tetrahydropyran-2-yloxy)-5α-androstan-3-ol is allowed to stand in 20 ml of pyridine and 10 ml of acetic anhydride for 20 hours at room temperature. The solution is stirred into ice water, the resultant precipitate is filtered off, taken up in diethyl ether, washed with water, and dried. After evaporation, 11 g of 3-acetoxy-1α,2α-methylene-17β-(tetrahydropyran-2-yloxy)-5α-androstane is obtained.

Workup

  1. filtrationthe resultant precipitate is filtered off
  2. washwashed with water
  3. customdried
  4. customAfter evaporation

Sources & evidence

ORD record
ord-7557ba4e7398458384594c78553011d6
Source dataset
uspto-grants-1986_05
Patent number
US04587235

Reaction notes

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