Potassium Hydroxide → HCID 178418656, compound

HRID 326324Notes

Reaction equation

HRID 326324 reaction equation
C([O:3][C:4](=[S:18])[CH:5]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:6][C:7]([CH3:10])([CH3:9])[CH3:8])C.[OH-].[K+]>CO>[CH2:11]([CH:5]([CH2:6][C:7]([CH3:10])([CH3:9])[CH3:8])[C:4]([OH:3])=[S:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 566056972-Benzyl-3-tert.-butylthiopropionic acid ethyl ester

Product 1

HCID 178418656HCID 178418656, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

400 mg of 2-benzyl-3-tert.-butylthio-propionic acid ethyl ester was dissolved in 1.5 ml of methanol and then reacted with 5 ml of 2N potassium hydroxide solution. The mixture was stirred overnight at room temperature and concentrated by evaporation. The residue was diluted with water and washed with ether. The aqueous layer was acidified to pH 3 with 2N HCl, and then evaporated to give the title compound (280 mg, 78% yeild). 1H NMR: 300 MHz spectrum consistent with proposed structure.

Workup

  1. concentrationconcentrated by evaporation
  2. additionThe residue was diluted with water
  3. washwashed with ether
  4. customevaporated

Sources & evidence

ORD record
ord-430fc3a3507142ed875acf8a1074f75d
Source dataset
uspto-grants-1993_12
Patent number
US05268391

Reaction notes

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