Water → HCID 86736012, compound

HRID 1763852Notes

Reaction equation

HRID 1763852 reaction equation
[F:1][C@:2]12[C@@H:26]([OH:27])[CH2:25][C@@:24]3([CH3:28])[C@@H:12]([CH2:13][CH:14]=[C:15]3[C:16](=[O:23])[CH2:17]OS(C)(=O)=O)[C@@H:11]1[CH2:10][CH2:9][C:8]1[C@:3]2([CH3:30])[CH:4]=[CH:5][C:6](=[O:29])[CH:7]=1.[Cl-:31].[Li+].O>CN(C)C=O>[Cl:31][CH2:17][C:16](=[O:23])[C:15]1[C@:24]2([CH3:28])[C@H:12]([C@H:11]3[C@:2]([F:1])([C@@H:26]([OH:27])[CH2:25]2)[C@:3]2([CH3:30])[C:8](=[CH:7][C:6](=[O:29])[CH:5]=[CH:4]2)[CH2:9][CH2:10]3)[CH2:13][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 433294Lithium ChlorideHCID 86736011HCID 86736011, compound

Product 1

HCID 86736012HCID 86736012, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 17.5g of 9-fluoro-11β-hydroxy-21-methanesulfonyloxypregna-1,4,16-triene-3,20-dione in dry dimethylformamide (250 ml) is added lithium chloride (30g). The mixture is heated, with stirring, from 30° to 100° C. over a 30-minute period. It is cooled and poured into cold water (1.51) and the precipitated solid is isolated and crystallized from methanol to afford 12g of the title compound, melting point 258°-260° C.(dec.).

Workup

  1. temperatureThe mixture is heated
  2. temperatureIt is cooled
  3. customthe precipitated solid is isolated
  4. customcrystallized from methanol

Sources & evidence

ORD record
ord-cbbe964335614ac2ae581eaf10df7367
Source dataset
uspto-grants-1978_09
Patent number
US04113722

Reaction notes

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