Sulfuric Acid → HCID 20554792, compound

HRID 1105762Notes

Reaction equation

HRID 1105762 reaction equation
[CH2:1]([CH:3]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:4][O:5][CH:6](CO)CS)[CH3:2].[S:15](=O)(=O)(O)O.[C:20]([O:23][C:24](=O)[CH3:25])(=[O:22])[CH3:21]>O>[CH2:1]([CH:3]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:4][O:5][CH2:6][CH:24]([O:23][C:20](=[O:22])[CH3:21])[CH2:25][SH:15])[CH3:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 131712563HCID 131712563, compound

Product 1

HCID 20554792HCID 20554792, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 mole of the monothioglycerol ether obtained in Example 1 is diluted with 110 g of acetic anhydride. While cooling with ice water, 15 ml of conc. sulfuric acid are added dropwise to this solution. The temperature should not exceed 40° C. The batch is stirred for 1 hour, diluted with water, and then extracted with ether. The ethereal extract is washed neutral with sodium bicarbonate solution. Distillation at 85° C./4.10-3 torr yields 3-(2-ethylhexyloxy)-2-acetoxy-1-propanethiol as an odourless oil with a SH content of 11.6%.

Workup

  1. additionare added dropwise to this solution
  2. customexceed 40° C
  3. extractionextracted with ether
  4. extractionThe ethereal extract
  5. washis washed neutral with sodium bicarbonate solution
  6. distillationDistillation at 85° C./4.10-3 torr

Sources & evidence

ORD record
ord-23bc814e19b24dcdbc568f5eec644450
Source dataset
uspto-grants-1982_01
Patent number
US04310454

Reaction notes

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