Hydrochloric Acid → HCID 19880015, compound

HRID 1196432Notes

Reaction equation

HRID 1196432 reaction equation
[CH2:1]([O:9][CH:10]([CH3:13])[CH2:11][OH:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1.Cl>N1C=CC=CC=1>[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20]([O:12][CH2:11][CH:10]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH3:13])(=[O:22])=[O:21])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 100582981-Propanol, 2-(octyloxy)-

Product 1

HCID 19880015HCID 19880015, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

53 g of dry pyridine and 22.2 g of 2-octyloxypropanol were added into a four-necked flask and cooled with NaCl-ice. 35.4 g of p-toluenesulfonic acid chloride was added little by little, and after the reaction was carried out for 4 hours, the mixture was left standing at room temperature for 18 hours. The reaction product was added into 500 g of ice-cooled 6% HCl aq. and the mixture was extracted with 500 ml of benzene and dried over anhydrous Na2SO4, followed by evaporation of benzene, to give 40 g of (2'-octyloxypropyl) p-toluenesulfonate as an oily product.

Workup

  1. waitthe mixture was left
  2. waitstanding at room temperature for 18 hours
  3. extractionthe mixture was extracted with 500 ml of benzene
  4. dry with materialdried over anhydrous Na2SO4
  5. customfollowed by evaporation of benzene

Sources & evidence

ORD record
ord-d0efe71c09e94ab39d023b49412e455d
Source dataset
uspto-grants-1992_05
Patent number
US05114613

Reaction notes

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