Pyridine → HCID 23043544, compound

HRID 2165059Notes

Reaction equation

HRID 2165059 reaction equation
[CH2:1]([O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16]O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[S:18](Cl)([C:21]1[CH:27]=[CH:26][C:24]([CH3:25])=[CH:23][CH:22]=1)(=[O:20])=[O:19].N1C=CC=CC=1>O>[CH2:1]([O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][S:18]([C:21]1[CH:27]=[CH:26][C:24]([CH3:25])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 5267312-(2-(Decyloxy)ethoxy)ethanol

Product 1

HCID 23043544HCID 23043544, compoundYield 80.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 116 g of 2-[2-(decyloxy)ethoxy]-ethanol, 98.73 g of tosyl chloride and 600 ml of pyridine was stored in a chill room overnight, then poured into water and extracted with ether. The ether extract was washed successively with water, dilute hydrochloric acid and dilute aqueous sodium bicarbonate, dried and the ether removed, giving 146.3 g of the desired compound as an oil.

Workup

  1. customwas stored in a chill room overnight
  2. extractionextracted with ether
  3. extractionThe ether extract
  4. washwas washed successively with water, dilute hydrochloric acid and dilute aqueous sodium bicarbonate
  5. customdried
  6. customthe ether removed

Sources & evidence

ORD record
ord-5a9c45da221c4e3782861cb0639d620c
Source dataset
uspto-grants-1990_07
Patent number
US04939127

Reaction notes

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