Hydrochloric Acid → AL 321

HRID 1577129Notes

Reaction equation

HRID 1577129 reaction equation
[CH3:1][C:2]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:21])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([S:18][C:19]#[N:20])[C:13](OCC)=[O:14])=[CH:7][CH:6]=1.Cl.[OH2:29]>C(O)C>[CH3:21][C:2]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)([CH3:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]2[S:18][C:19](=[O:29])[NH:20][C:13]2=[O:14])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 12830988HCID 12830988, compound

Product 1

HCID 194620AL 321

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.9 g Of ethyl 3-[4-(2-methyl-2-phenylpropyloxy)phenyl]-2-thiocyanatopropionate is dissolved in 20 ml of ethanol and to the solution 20 ml of 6 N--hydrochloric acid is added. The mixture is refluxed for 24 hours. After cooling, water is added to the mixture. The mixture is subjected to extraction with ether. The extract is washed with water and then dried. After distilling off ether, the residue is crystallized from ether-n-hexane, whereby 730 mg of 5-[4-(2-methyl-2-phenylpropyloxy)benzyl]thiazolidine-2,4-dione is obtained.

Workup

  1. temperatureThe mixture is refluxed for 24 hours
  2. temperatureAfter cooling
  3. extractionThe mixture is subjected to extraction with ether
  4. washThe extract is washed with water
  5. customdried
  6. distillationAfter distilling off ether
  7. customthe residue is crystallized from ether-n-hexane

Sources & evidence

ORD record
ord-678d7033cca44ab1ba57f5206a43aeff
Source dataset
uspto-grants-1981_09
Patent number
US04287200

Reaction notes

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