Hydrochloric Acid → HCID 14534035, compound

HRID 1885128Notes

Reaction equation

HRID 1885128 reaction equation
[CH3:1][O:2][CH:3]([CH3:9])[CH2:4][CH2:5][CH2:6][CH2:7][OH:8].[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1.O.Cl>N1C=CC=CC=1>[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([O:2][CH3:1])[CH3:9])(=[O:18])=[O:17])=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 14534034HCID 14534034, compound

Product 1

HCID 14534035HCID 14534035, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

In a solution of 1.06 g (8.0 mmol) of 5-methoxyhexanol dissolved in 5 ml of pyridine, 1.83 g (9.6 mmol) of p-toluenesulfonyl chloride dissolved in 5 ml of pyridine was dropped at below 5° C. on an ice-water bath. The mixture was stirred for 6 hours at room temperature and then poured into 100 ml of cold water. The mixture was then acidified by 6N-hydrochloric acid and extracted with isopropyl ether. The organic layer was washed with water and dried with anhydrous magnesium sulfate, followed by distilling off the solvent to obtain 5-methoxyhexyl p-toluenesulfonate.

Workup

  1. additionwas dropped at below 5° C. on an ice-water bath
  2. extractionextracted with isopropyl ether
  3. washThe organic layer was washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. distillationby distilling off the solvent

Sources & evidence

ORD record
ord-d815d2ed81614c55962fc4bf6b74e1d8
Source dataset
uspto-grants-1992_09
Patent number
US05143643

Reaction notes

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