Sodium Hydroxide → N-(2-Mercapto-3-methoxybenzoyl)-N-cyclopentylglycine

HRID 325500Notes

Reaction equation

HRID 325500 reaction equation
C([S:4][C:5]1[C:22]([O:23][CH3:24])=[CH:21][CH:20]=[CH:19][C:6]=1[C:7]([N:9]([CH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)[CH2:10][C:11]([OH:13])=[O:12])=[O:8])(=O)C.[OH-].[Na+]>>[SH:4][C:5]1[C:22]([O:23][CH3:24])=[CH:21][CH:20]=[CH:19][C:6]=1[C:7]([N:9]([CH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)[CH2:10][C:11]([OH:13])=[O:12])=[O:8]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 20465214N-(2-Acetylthio-3-methoxybenzoyl)-N-cyclopentylglycine

Product 1

HCID 13599182N-(2-Mercapto-3-methoxybenzoyl)-N-cyclopentylglycine

Procedure

N-(2-Acetylthio-3-methoxybenzoyl)-N-cyclopentylglycine (4.4 g, 12.5 mmol) was stirred with excess sodium hydroxide solution for 2 hours at 25° C., then acidified and extracted with ethyl acetate. The extract was washed with water and brine, then dried and concentrated. The amorphous product was obtained by column chromatography of the residue.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. customdried
  4. concentrationconcentrated
  5. customThe amorphous product was obtained by column chromatography of the residue

Sources & evidence

ORD record
ord-9b193e6f38bc449bbd4ef12476804a5f
Source dataset
uspto-grants-1984_04
Patent number
US04440941

Reaction notes

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