Ethyl Acetate → HCID 21997010, compound

HRID 1978221Notes

Reaction equation

HRID 1978221 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-62088bd1e71b4aadaec8ff9d38b8a649
Source dataset
uspto-grants-2001_05
Patent number
US06235928B1

Reaction notes

Loading…