Sodium Hydroxide → HCID 12915543, compound

HRID 1732310Notes

Reaction equation

HRID 1732310 reaction equation
C[O:2][C:3]([CH:5]1[N:9]([C:10](=[O:18])[CH:11]([CH3:17])[CH2:12][S:13]C(=O)C)[CH2:8][CH2:7][S:6]1)=[O:4].[OH-].[Na+]>CO>[SH:13][CH2:12][CH:11]([CH3:17])[C:10]([N:9]1[CH2:8][CH2:7][S:6][CH:5]1[C:3]([OH:4])=[O:2])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54337559HCID 54337559, compound

Product 1

HCID 12915543HCID 12915543, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(3-Acetylthio-2-methylpropanoyl)-2-thiazolidinecarboxylic acid methyl ester (2.9 g.) is dissolved in methanol (30 ml.) and N sodium hydroxide (30 ml.) is added. The reaction mixture is stirred at room temperature, aliquots are withdrawn every hour and checked by paper electrophoresis for the hydrolysis of the methyl ester. When this hydrolysis is completed (ca. three hours), the reaction mixture is neutralized, concentrated in vacuo to eliminate methanol, acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer is dried and concentrated to dryness to yield 3-(3-mercapto-2-methylpropanoyl)-2-thiazolidinecarboxylic acid.

Workup

  1. customaliquots are withdrawn every hour
  2. customchecked by paper electrophoresis for the hydrolysis of the methyl ester
  3. custom(ca. three hours)
  4. concentrationconcentrated in vacuo
  5. extractionextracted with ethyl acetate
  6. customThe organic layer is dried
  7. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-77f45b04736840228d3d363178630257
Source dataset
uspto-grants-1980_12
Patent number
US04237134

Reaction notes

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