Sodium Hydroxide → 2-[(5-Chloro-thiophene-2-carbonyl)-amino]-propionic acid

HRID 1453655

Reaction equation

HRID 1453655 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH:10]([CH3:15])[C:11]([O:13]C)=[O:12])=[O:8])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH:10]([CH3:15])[C:11]([OH:13])=[O:12])=[O:8])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 60638172Methyl (5-chlorothiophene-2-carbonyl)alaninate

Product 1

HCID 432393382-[(5-Chloro-thiophene-2-carbonyl)-amino]-propionic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.80 g (15.3 mmol) methyl 2-[(5-chloro-thiophene-2-carbonyl)-amino]-propionate are suspended in 15.5 ml (15.5 mmol) 1-molar aqueous sodium hydroxide solution, combined with 15 ml of ethanol and then stirred for 4 hours at ambient temperature. After evaporation i. vac. the residue is combined with ice water, extracted with diethyl ether, the aqueous phase is poured into an ice/acetic acid mixture and the resulting precipitate is suction filtered. After washing with water the precipitate is dried at 60° C.

Workup

  1. customAfter evaporation i
  2. extractionextracted with diethyl ether
  3. additionthe aqueous phase is poured into an ice/acetic acid mixture
  4. filtrationfiltered
  5. washAfter washing with water the precipitate
  6. customis dried at 60° C.

Sources & evidence

ORD record
ord-95f30555959f40fc81f2285bbdf668e5
Source dataset
uspto-grants-2009_01
Patent number
US07476663B2

Linked notes

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