Sodium Hydroxide → HCID 18381720, compound

HRID 2297380Notes

Reaction equation

HRID 2297380 reaction equation
[C:1]([NH:9][CH:10]([CH2:16][CH2:17][S:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:11]([O:13]CC)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[C:1]([NH:9][CH:10]([CH2:16][CH2:17][S:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18381737HCID 18381737, compound

Product 1

HCID 18381720HCID 18381720, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution comprised of ethyl 2-benzoylamino-4-phenylsulfanylbutyrate (340 mg, 1.0 mmol) in methanol (4 mL) was treated with 1 N aqueous sodium hydroxide (2 mL) and stirred at ambient temperature for 3 hours. The reaction mixture was cooled on ice, acidified to pH 1 and then extracted with ethyl acetate. The extract was concentrated to provide 2-benzoylamino-4-phenylsulfanylbutyric acid (304 mg, 1.0 mmol).

Workup

  1. temperatureThe reaction mixture was cooled on ice
  2. extractionextracted with ethyl acetate
  3. concentrationThe extract was concentrated

Sources & evidence

ORD record
ord-b363b939a1c244149b7ed0e1254ad8a5
Source dataset
uspto-grants-2002_12
Patent number
US06492362B1

Reaction notes

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