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

HRID 478040Notes

Reaction equation

HRID 478040 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:6][S:7](Cl)(=[O:9])=[O:8])[CH3:2].[CH3:19][NH:20][CH3:21].Cl>C(Cl)Cl.C(O)C>[CH2:1]([O:3][C:4](=[O:18])[CH:5]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:6][S:7]([N:20]([CH3:21])[CH3:19])(=[O:9])=[O:8])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 21475177Ethyl 2-benzyl-3-chlorosulphonylpropionate

Product 1

HCID 544525162-Benzyl-3-dimethylaminosulphonyl-propionic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 359 mg of 2-benzyl-3-chlorosulphonylpropionic acid ethyl ester in 2 ml of methylene chloride is cooled to -10° and 0.464 ml of a 5.6M solution of dimethylamine in ethanol is added thereto. The solution is stirred for 15 minutes at -15°, mixed with 2N HCl and extracted with methylene chloride. The extracts are washed with water, dried with magnesium sulphate and concentrated by evaporation. The residue is chromatographed on silica gel with eluant C. Rf (A)=0.43.

Workup

  1. extractionextracted with methylene chloride
  2. washThe extracts are washed with water
  3. dry with materialdried with magnesium sulphate
  4. concentrationconcentrated by evaporation
  5. customThe residue is chromatographed on silica gel with eluant C

Sources & evidence

ORD record
ord-3a5fbcea709b411a819f26ef6ad292f3
Source dataset
uspto-grants-1989_12
Patent number
US04889869

Reaction notes

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