Chloroacetone → HCID 14536733, compound

HRID 1089427Notes

Reaction equation

HRID 1089427 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][NH2:7])(=[O:3])[CH3:2].[C:8]([O:14][CH3:15])(=[O:13])[CH2:9][C:10]([CH3:12])=O.Cl[CH2:17][C:18](=O)[CH3:19]>O>[C:1]([NH:4][CH2:5][CH2:6][N:7]1[CH:17]=[C:18]([CH3:19])[C:9]([C:8]([O:14][CH3:15])=[O:13])=[C:10]1[CH3:12])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 7757Methyl acetoacetateHCID 66082N-(2-aminoethyl)acetamide

Product 1

HCID 14536733HCID 14536733, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

71.5 g (0.70 mol) of (2-acetylaminoethyl)-amine are slowly added to 40.7 g (0.35 mol) of methyl acetoacetate. 32.4 g (0.35 mol) of chloroacetone are then added dropwise and the mixture is heated under reflux for 20 hours. After cooling, water is added, the mixture is extracted with methylene chloride and the extract is concentrated. The residue is recrystallized from ethyl acetate (filtered over active charcoal and silica gel).

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 20 hours
  3. temperatureAfter cooling
  4. extractionthe mixture is extracted with methylene chloride
  5. concentrationthe extract is concentrated
  6. customThe residue is recrystallized from ethyl acetate (filtered over active charcoal and silica gel)

Sources & evidence

ORD record
ord-5b7d5c839d7240a7b8b86962d4b77be1
Source dataset
uspto-grants-1990_10
Patent number
US04966901

Reaction notes

Loading…