Hydrochloric Acid → HCID 19898359, compound

HRID 1638955Notes

Reaction equation

HRID 1638955 reaction equation
[CH2:1]([O:5][CH:6]([CH3:9])[CH2:7][OH:8])[CH2:2][CH2:3][CH3:4].[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1.Cl>N1C=CC=CC=1>[CH2:1]([O:5][CH:6]([CH3:9])[CH2:7][O:8][S:16]([C:13]1[CH:14]=[CH:15][C:10]([CH3:20])=[CH:11][CH:12]=1)(=[O:18])=[O:17])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 1776912-Butoxy-1-propanol

Product 1

HCID 19898359HCID 19898359, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

40 g of dry pyridine and 15.3 g of 2-butoxypropanol were added into a four-necked flask and ice-cooled under stirring, and 35 g of p-toluenesulfonic acid chloride was added little by little to carry out the reaction for 2 hours. Then, the reaction mixture was returned to room temperature and the reaction was further carried out for 16 hours. The reaction product was added into ice-cooled 6% HCl aq. and the mixture was stirred. The mixture was then extracted with benzene and dried over anhydrous Na2SO4. Evaporation of benzene gave (2'-butoxypropyl)p-toluene sulfonate as an oily product. Yield: 33.2 g. The NMR data of this compound are shown below.

Workup

  1. temperatureice-cooled
  2. customthe reaction for 2 hours
  3. customwas returned to room temperature
  4. additionThe reaction product was added into ice-
  5. stirringthe mixture was stirred
  6. extractionThe mixture was then extracted with benzene
  7. dry with materialdried over anhydrous Na2SO4
  8. customEvaporation of benzene

Sources & evidence

ORD record
ord-91cb0d1990a44bbdafa519e90697ac73
Source dataset
uspto-grants-1989_11
Patent number
US04882085

Reaction notes

Loading…