Hydrochloric Acid → HCID 178418656, compound

HRID 478034Notes

Reaction equation

HRID 478034 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.O.[OH-].[K+].Cl>C1COCC1>[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

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 566056972-Benzyl-3-tert.-butylthiopropionic acid ethyl ester

Product 1

HCID 178418656HCID 178418656, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.5 g of 2-benzyl-3-tert.-butylthio-propionic acid ethyl ester is dissolved in 5 ml of THF, and 3.2 ml of water and 0.9 ml of 2N potassium hydroxide solution are added thereto. The mixture is stirred overnight at room temperature, neutralised with 0.9 ml of 2N hydrochloric acid and concentrated by evaporation. The residue is purified by flash chromatography on 30 g of silica gel 60 (eluant H). Yellow oil, 1H-NMR (DMSO-d6): 1.23 ppm (s, 9H); 2.55-2.9 (m, 5H); 7.15-7.3 (m, 5H); 12.4 (s, 1H).

Workup

  1. concentrationconcentrated by evaporation
  2. customThe residue is purified by flash chromatography on 30 g of silica gel 60 (eluant H)

Sources & evidence

ORD record
ord-dd4c793644d34707bb23465d886d8200
Source dataset
uspto-grants-1989_12
Patent number
US04889869

Reaction notes

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