Ethyl Acetate → HCID 21997010, compound

HRID 1457348Notes

Reaction equation

HRID 1457348 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([CH2:12][CH:13]([CH2:19][CH2:20][CH2:21][S:22]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)(=[O:24])=[O:23])[C:14]([O:16]CC)=[O:15])(=[O:11])=[O:10])=[CH:5][CH:4]=1.C(OCC)(=O)C>Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([S:9]([CH2:12][CH:13]([CH2:19][CH2:20][CH2:21][S:22]([C:25]2[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)(=[O:24])=[O:23])[C:14]([OH:16])=[O:15])(=[O:10])=[O:11])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 86753419HCID 86753419, compound

Product 1

HCID 21997010HCID 21997010, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 2-[(4-methoxybenzenesulfonyl)methyl]-5-(4-methoxybenzenesulfonyl)-pentanoic acid, ethyl ester (0.70 g, 1.4 mmol) in 6N hydrochloric acid (20 ml) is refluxed overnight. The mixture is transferred to ethyl acetate which is extracted with aqueous sodium bicarbonate. The combined aqueous extract is acidified with concentrated hydrochloric acid and extracted with ethyl acetate. This organic extract is concentrated in vacuo to yield the title compound as a white solid.

Workup

  1. temperatureis refluxed overnight
  2. extractionis extracted with aqueous sodium bicarbonate
  3. extractionThe combined aqueous extract
  4. extractionextracted with ethyl acetate
  5. extractionThis organic extract
  6. concentrationis concentrated in vacuo

Sources & evidence

ORD record
ord-2db5b06a932540758c95287d991e5bd2
Source dataset
uspto-grants-1998_12
Patent number
US05847153

Reaction notes

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