Water → HCID 54155954, compound

HRID 2259735Notes

Reaction equation

HRID 2259735 reaction equation
[CH2:1]([C:3]1[C:4]([CH:12](O)[CH2:13][CH3:14])=[CH:5][C:6]2[O:10][CH2:9][O:8][C:7]=2[CH:11]=1)[CH3:2].[SH:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19].O>C1C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH2:21]([O:20][C:18](=[O:19])[CH2:17][S:16][CH:12]([C:4]1[C:3]([CH2:1][CH3:2])=[CH:11][C:7]2[O:8][CH2:9][O:10][C:6]=2[CH:5]=1)[CH2:13][CH3:14])[CH3:22]

Participants

6

Reactant 3

HCID 962WaterHCID 12185Ethyl ThioglycolateHCID 19001660HCID 19001660, compound

Product 1

HCID 54155954HCID 54155954, compoundYield 68.8%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 241BenzeneSolvent

Procedure

3.9 g of 1-(6-ethyl-1,3-benzodioxol-5-yl)-1-propanol, 0.1 g of p-toluenesulfonic acid and 3.35 g of ethyl mercaptoacetate were dissolved in 80 ml of benzene. The solution was heated under reflux for 12 h while water was removed. Water was added thereto. After extraction with benzene followed by drying over magnesium sulfate and concentration under reduced pressure, the product was purified according to silica gel column chromatography (ethyl acetate/hexane=1:9) to obtain 4.0 g of the intended compound in the form of a colorless, transparent oil.

Workup

  1. temperatureThe solution was heated
  2. customwas removed
  3. additionWater was added
  4. extractionAfter extraction with benzene
  5. dry with materialby drying over magnesium sulfate and concentration under reduced pressure
  6. customthe product was purified

Sources & evidence

ORD record
ord-d634d02060374df19a13ccf73ec2a79a
Source dataset
uspto-grants-1995_12
Patent number
US05475024

Reaction notes

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