Benzoic anhydride → HCID 70616878, compound

HRID 839472Notes

Reaction equation

HRID 839472 reaction equation
[F:1][C@:2]12[C@@H:19]([OH:20])[CH2:18][C@@:16]3([CH3:17])[C@@H:12]([CH2:13][CH:14]=[C:15]3[S:21][CH3:22])[C@@H:11]1[CH2:10][CH2:9][C:8]1[C@:3]2([CH3:24])[CH:4]=[CH:5][C:6](=[O:23])[CH:7]=1.[C:25]([O:33]C(=O)C1C=CC=CC=1)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C[O-].[Na+]>C1(C)C(C)=CC=CC=1>[C:25]([O:33][CH2:22][S:21][C:15]1[C@:16]2([CH2:18][C@H:19]([OH:20])[C@@:2]3([F:1])[C@@H:11]([CH2:10][CH2:9][C:8]4[C@:3]3([CH3:24])[CH:4]=[CH:5][C:6](=[O:23])[CH:7]=4)[C@@H:12]2[CH2:13][CH:14]=1)[CH3:17])(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 7167Benzoic anhydrideHCID 10942334Sodium MethoxideHCID 14823699HCID 14823699, compound

Product 1

HCID 70616878HCID 70616878, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 9-fluoro-11β-hydroxy-17-(methylthio)androsta-1,4,16-trien-3-one (100 mg, see Example 1B) in 30 ml of xylene containing 4.0 g of benzoic anhydride and 300 mg of sodium methoxide is stirred at 130° C for 48 hours. The product is then isolated and chromatographed over silica gel to yield 80 mg of the title compound, melting point 220°-222° C.

Workup

  1. customThe product is then isolated
  2. customchromatographed over silica gel

Sources & evidence

ORD record
ord-3ee29a8d4b7649f581bf024c7cd36fcd
Source dataset
uspto-grants-1978_06
Patent number
US04094840

Reaction notes

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