Hydrochloric Acid → HCID 76456682, compound

HRID 2260467Notes

Reaction equation

HRID 2260467 reaction equation
[CH2:1]([O:4][CH:5]([CH3:8])[CH2:6][OH:7])[CH2:2][CH3:3].[C:9]1([CH3:19])[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1.[OH-].[Na+].Cl>C1C=CC=CC=1>[CH2:1]([O:4][CH:5]([CH3:8])[CH2:6][O:7][S:15]([C:12]1[CH:13]=[CH:14][C:9]([CH3:19])=[CH:10][CH:11]=1)(=[O:17])=[O:16])[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 250552-Propoxypropan-1-ol

Product 1

HCID 76456682HCID 76456682, compoundYield 41.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4.75 g of 2-propoxypropanol, 5.39 g of p-toluenesulfonyl chloride, 2,24 g and 10 ml of benzene were placed in a 50 ml-reaction vessel and stirred in a nitrogen gas stream for 22 hours at room temperature. Thereafter, 8.6 ml of heated conc. NaOH solution was added to the reaction mixture, followed by stirring for 5 minutes. The reaction liquid was poured into 200 ml of cooled 10%-hydrochloric acid solution and extracted with hexane to obtain 3.2 g of 2-propoxypropyl-p-toluenesulfonate (tosylate).

Workup

  1. stirringby stirring for 5 minutes
  2. customThe reaction liquid
  3. extractionextracted with hexane

Sources & evidence

ORD record
ord-e5bcf1f3e33b44aa9f5e01f2382b36b2
Source dataset
uspto-grants-1995_12
Patent number
US05478495

Reaction notes

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