Pyridine → HCID 23043536, compound

HRID 2165060Notes

Reaction equation

HRID 2165060 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]O.[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>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][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]

Participants

5

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 23043534HCID 23043534, compound

Product 1

HCID 23043536HCID 23043536, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 40 g of 8-[2-(2-methoxyethoxy)ethoxy]-1-octanol, 35.31 g of tosyl chloride and 200 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 saturated aqueous sodium bisulfite, dried and the solvent removed, giving the desired compound as an oil which was used without further purification in Example 8.

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 saturated aqueous sodium bisulfite
  5. customdried
  6. customthe solvent removed

Sources & evidence

ORD record
ord-3046093277b742f4b6c7e6e3b7ad9d3b
Source dataset
uspto-grants-1990_07
Patent number
US04939127

Reaction notes

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