Hydrochloric Acid → HCID 20238779, compound

HRID 1648775Notes

Reaction equation

HRID 1648775 reaction equation
[OH:1][CH:2]([CH3:10])[CH2:3][NH:4][C:5](=[O:9])[O:6][CH2:7][CH3:8].[CH3:11][S:12](Cl)(=[O:14])=[O:13].Cl>C(N(CC)CC)C>[CH3:11][S:12]([O:1][CH:2]([CH3:10])[CH2:3][NH:4][C:5](=[O:9])[O:6][CH2:7][CH3:8])(=[O:14])=[O:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 12142619HCID 12142619, compound

Product 1

HCID 20238779HCID 20238779, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

29.4 g of ethyl 2-hydroxypropylcarbamate are dissolved in 27 g of triethylamine and 22.9 g of methanesulphonyl chloride are added dropwise thereto at 15°-20° C. over 1 hour while stirring. The thickening reaction mixture is stirred for 2.5 hours and then poured into ice-water. The mixture is acidified by means of 2 N hydrochloric acid and extracted three times with methylene chloride. The extracts are washed neutral with water and dried over sodium sulfate. After evaporating the solvent, there is obtained ethyl 2-(methylsulphonyloxy)propylcarbamate (nD20 =1.4577) which can be used without further purification.

Workup

  1. customThe thickening reaction mixture
  2. stirringis stirred for 2.5 hours
  3. extractionextracted three times with methylene chloride
  4. washThe extracts are washed neutral with water
  5. dry with materialdried over sodium sulfate
  6. customAfter evaporating the solvent

Sources & evidence

ORD record
ord-2ce52ff683544edfaa5ce23fade35179
Source dataset
uspto-grants-1983_11
Patent number
US04413010

Reaction notes

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