Hydrochloric Acid → HCID 19762862, compound

HRID 249062Notes

Reaction equation

HRID 249062 reaction equation
[CH2:1]([CH:4]([CH2:7][CH2:8][CH3:9])[CH2:5][OH:6])[CH2:2][CH3:3].[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16](O)(=[O:18])=[O:17])=[CH:12][CH:11]=1.N1C=CC=CC=1.Cl>C(Cl)(Cl)Cl>[S:16]([C:13]1[CH:14]=[CH:15][C:10]([CH3:20])=[CH:11][CH:12]=1)([O:6][CH2:5][CH:4]([CH2:7][CH2:8][CH3:9])[CH2:1][CH2:2][CH3:3])(=[O:18])=[O:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 6101p-Toluenesulfonic acidHCID 1235431-Pentanol, 2-propyl-

Product 1

HCID 19762862HCID 19762862, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 52 g 2-propylpentanol and 86 g of p-toluenesulfonic acid in 175 ml of chloroform was added at 0°-3° C. and under N2 -atmosphere 48 g of pyridine. The mixture was kept at 0° C. for 30 minutes and at room temperature for 19 hrs. After cooling the reaction mixture, 3M HCl (300 ml) was added. The organic phase was separated and washed with water and brine. Drying with Na2SO4 and evaporation gives 110 g of 2-propylpentyl tosylate.

Workup

  1. additionwas added
  2. customThe organic phase was separated
  3. washwashed with water and brine
  4. dry with materialDrying with Na2SO4 and evaporation

Sources & evidence

ORD record
ord-8261f43ad94340078031a3efd1b300de
Source dataset
uspto-grants-1993_05
Patent number
US05212305

Reaction notes

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