Ammonia → HCID 21262164, compound

HRID 1029960Notes

Reaction equation

HRID 1029960 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]([CH3:13])[C:10](O)=[O:11].[NH3:14]>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]([CH3:13])[C:10]([NH2:14])=[O:11]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 44534652-(2-Methoxyphenyl)propanoic acid

Product 1

HCID 21262164HCID 21262164, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N,N'-Carbonyldiimidazole (16.2 g) is added to a solution of 2-(2-methoxyphenyl)propionic acid (17.5 g) in dry dichloromethane (200 cc), cooled to +5° C. The mixture is stirred for 30 minutes at +5° C. and a stream of ammonia is then passed into the solution for 1 hour, maintaining the same temperature. After stirring for 2 hours at 20° C., the reaction mixture is washed with water (200 cc), dried over magnesium sulphate and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallized from isopropyl ether and the crystals are drained and dried under reduced pressure (2.7 kPa). (RS)-2-(2-Methoxyphenyl)propionamide (12.1 g) is obtained in the form of a white solid melting at 138° C.

Workup

  1. temperaturecooled to +5° C
  2. temperaturemaintaining the same temperature
  3. stirringAfter stirring for 2 hours at 20° C.
  4. washthe reaction mixture is washed with water (200 cc)
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
  7. customThe residue is crystallized from isopropyl ether
  8. customdried under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-00b27d5f9dd5431cb5be530b0ae8905f
Source dataset
uspto-grants-1992_04
Patent number
US05102667

Reaction notes

Loading…