Water → HCID 13955194, compound

HRID 1193943Notes

Reaction equation

HRID 1193943 reaction equation
[CH2:1]([O:3][CH:4]([CH3:7])[CH2:5][OH:6])[CH3:2].[C:8]1([CH3:18])[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1.O>N1C=CC=CC=1>[CH2:1]([O:3][CH:4]([CH3:7])[CH2:5][O:6][S:14]([C:11]1[CH:12]=[CH:13][C:8]([CH3:18])=[CH:9][CH:10]=1)(=[O:16])=[O:15])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 294202-Ethoxy-1-propanol

Product 1

HCID 13955194HCID 13955194, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

10 g of 2-ethoxypropanol was dissolved in 59 ml of pyridine and the solution was cooled to below 5° C. To the solution under stirring was added 22 g of p-toluenesulfonic acid chloride. After that, the mixture was stirred for 5 hours at room temperature and left standing overnight. Cold water was added thereto, and the mixture was subjected to extraction with ether. The ether extract was washed with water, followed by distilling-off of the ether to obtain 24 g of p-toluenesulfonic acid 2-ethoxypropyl ester.

Workup

  1. temperaturethe solution was cooled to below 5° C
  2. stirringAfter that, the mixture was stirred for 5 hours at room temperature
  3. waitleft
  4. extractionthe mixture was subjected to extraction with ether
  5. extractionThe ether extract
  6. washwas washed with water

Sources & evidence

ORD record
ord-0ca1fc6de69c4664bee990937f86c208
Source dataset
uspto-grants-1989_03
Patent number
US04812259

Reaction notes

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