Hydrochloric Acid → HCID 15289736, compound

HRID 37636Notes

Reaction equation

HRID 37636 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([CH2:15][CH2:16][C@@H:17]2[CH2:21][CH2:20][CH2:19][C@H:18]2[S:22][CH2:23][C:24]([O:26]C)=[O:25])[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])[CH3:3].[OH-].[Na+].Cl>CO>[CH3:14][C:11]([C:9]1[CH:8]=[C:7]([CH2:15][CH2:16][C@@H:17]2[CH2:21][CH2:20][CH2:19][C@H:18]2[S:22][CH2:23][C:24]([OH:26])=[O:25])[CH:6]=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[CH:10]=1)([CH3:12])[CH3:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15289735HCID 15289735, compound

Product 1

HCID 15289736HCID 15289736, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 300 mg (0,767 mmole) of the title product of Example 39 in 5 ml methanol is added 5 ml of 1M aqueous sodium hydroxide. After stirring at room temperature, the mixture is acidified with dilute aqueous hydrochloric acid and extracted with diethyl ether. The organic layer is dried over sodium sulfate, filtered, and evaporated. Chromatography of the residue over silica gel using mixtures of ethyl acetate, hexane, and acetic acid as eluents gives the title compound.

Workup

  1. extractionextracted with diethyl ether
  2. dry with materialThe organic layer is dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-4085a663d166400d93b1313d2407f734
Source dataset
uspto-grants-1995_05
Patent number
US05420343

Reaction notes

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