Ammonium Hydroxide → HCID 12805576, compound

HRID 2308783Notes

Reaction equation

HRID 2308783 reaction equation
C([S:9][CH2:10][CH2:11][C:12]([NH:14][C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=[O:17])=[O:13])(=O)C1C=CC=CC=1.[OH-].[NH4+]>O>[SH:9][CH2:10][CH2:11][C:12]([NH:14][C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=[O:17])=[O:13]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 12805575HCID 12805575, compound

Product 1

HCID 12805576HCID 12805576, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.8 g. of the product of Example 45 is treated with a mixture of 20 ml. water and 20 ml. of concentrated ammonium hydroxide solution under an argon blanket for one hour. The benzamide precipitate is filtered and the filtrate is extracted twice with ethyl acetate. The aqueous phase is concentrated in vacuo, acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer is dried and concentrated to dryness in vacuo and the residual product 2-[(3-mercaptopropanoyl)amino]-2-methylpropanoic acid, is crystallized from acetonitrile, yield 1.2 g., m.p. 169°-170°.

Workup

  1. filtrationThe benzamide precipitate is filtered
  2. extractionthe filtrate is extracted twice with ethyl acetate
  3. concentrationThe aqueous phase is concentrated in vacuo
  4. extractionextracted with ethyl acetate
  5. customThe organic layer is dried
  6. concentrationconcentrated to dryness in vacuo
  7. customthe residual product 2-[(3-mercaptopropanoyl)amino]-2-methylpropanoic acid, is crystallized from acetonitrile, yield 1.2 g

Sources & evidence

ORD record
ord-aef4ddfb897745918cf8d455a641d8d0
Source dataset
uspto-grants-1987_09
Patent number
US04690936

Reaction notes

Loading…