Acetic Anhydride → HCID 13135602, compound

HRID 1285374Notes

Reaction equation

HRID 1285374 reaction equation
[OH:1][C@H:2]1[CH2:22][C@@:21]2([CH3:23])[C@@H:13]([CH2:14][CH2:15][C@:16]2([O:24][C:25](=[O:29])[CH2:26][O:27][CH3:28])[C:17](=[O:20])[CH2:18][OH:19])[C@H:12]2[C@H:3]1[C@:4]1([CH3:32])[C:9]([C@@H:10]([CH3:30])[CH2:11]2)=[CH:8][C:7](=[O:31])[CH:6]=[CH:5]1.C(N(CC)CC)C.[C:40](OC(=O)C)(=[O:42])[CH3:41]>C(Cl)Cl>[C:40]([O:19][CH2:18][C:17](=[O:20])[C@:16]1([O:24][C:25](=[O:29])[CH2:26][O:27][CH3:28])[C@:21]2([CH3:23])[C@H:13]([C@H:12]3[C@H:3]([C@@H:2]([OH:1])[CH2:22]2)[C@:4]2([CH3:32])[C:9](=[CH:8][C:7](=[O:31])[CH:6]=[CH:5]2)[C@@H:10]([CH3:30])[CH2:11]3)[CH2:14][CH2:15]1)(=[O:42])[CH3:41]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 13135599HCID 13135599, compound

Product 1

HCID 13135602HCID 13135602, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 4 ml of methylene chloride was dissolved 223 mg of 11β,21-dihydroxy-17α-methoxyacetoxy-6α-methyl-1,4-pregnadiene-3,20-dione obtained according to the method as described in Example 32. To this solution were added 404 mg of triethylamine and 204 mg of acetic anhydride, and the mixture was stirred for 5 hours at room temperature. The reaction mixture was then treated in the same manner as described in Example 7 whereby 186 mg (yield: 76.2%) of the title compound was obtained as colorless needle crystals.

Workup

  1. customobtained
  2. additionThe reaction mixture was then treated in the same manner

Sources & evidence

ORD record
ord-5f7dcfbaba8540f1b022690156ba76db
Source dataset
uspto-grants-1986_01
Patent number
US04567172

Reaction notes

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