Hydrochloric Acid → α-[[(1,1-Dimethylethyl)sulfinyl]methyl]benzenepropanoic acid

HRID 478033Notes

Reaction equation

HRID 478033 reaction equation
C([O:3][C:4](=[O:20])[CH:5]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:6][S:7]([C:9]([CH3:12])([CH3:11])[CH3:10])=[O:8])C.O.[OH-].[Na+].Cl>CO>[CH2:13]([CH:5]([CH2:6][S:7]([C:9]([CH3:12])([CH3:11])[CH3:10])=[O:8])[C:4]([OH:20])=[O:3])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 14158063HCID 14158063, compound

Product 1

HCID 14158064α-[[(1,1-Dimethylethyl)sulfinyl]methyl]benzenepropanoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.2 g of 2-benzyl-3-tert.-butylsulphinyl-propionic acid ethyl ester are dissolved in 30 ml of methanol, and 30 ml of water and 10.8 ml of 1N sodium hydroxide solution are added thereto. The mixture is stirred at room temperature for 16 hours, neutralised with 10.8 ml of 1N hydrochloric acid and concentrated in vacuo. The residue is purified by flash chromatography on 150 g of silica gel 60 (eluant J). Rf (J)=0.38.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue is purified by flash chromatography on 150 g of silica gel 60 (eluant J)

Sources & evidence

ORD record
ord-cb5332e99e7945b6b02850f617440c92
Source dataset
uspto-grants-1989_12
Patent number
US04889869

Reaction notes

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