Hydrochloric Acid → 2-Benzyl-3-dimethylaminosulphonyl-propionic acid

HRID 478039Notes

Reaction equation

HRID 478039 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]([N:10]([CH3:12])[CH3:11])(=[O:9])=[O:8])C.CO.[OH-].[Na+].Cl>O>[CH2:13]([CH:5]([CH2:6][S:7]([N:10]([CH3:12])[CH3:11])(=[O:9])=[O:8])[C:4]([OH:20])=[O:3])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 544525162-Benzyl-3-dimethylaminosulphonyl-propionic acid ethyl ester

Product 1

HCID 198602472-Benzyl-3-dimethylaminosulphonyl-propionic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 299 mg of 2-benzyl-3-dimethylaminosulphonyl-propionic acid ethyl ester, 1 ml of methanol, 2 ml of water and 0.42 ml of 1H NaOH is stirred for 16 hours at room temperature, then neutralise with 0.42 ml of 1N HCl and extracted with ethyl acetate. The organic extracts are washed with water, dried, concentrated by evaporation and purified by chromatography on silica gel with eluant I. Rf (J)=0.48.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic extracts are washed with water
  3. customdried
  4. concentrationconcentrated by evaporation
  5. custompurified by chromatography on silica gel with eluant I

Sources & evidence

ORD record
ord-94f9f106ed6b426fad81e5edc64cd89b
Source dataset
uspto-grants-1989_12
Patent number
US04889869

Reaction notes

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