Water → HCID 3024740, compound

HRID 2105243Notes

Reaction equation

HRID 2105243 reaction equation
Cl[CH:2]([CH3:15])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1)=[O:4].Cl.[CH3:17][NH:18][CH3:19].C([O-])([O-])=O.[K+].[K+].O>CC#N>[CH3:17][N:18]([CH3:19])[CH:2]([CH3:15])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1)=[O:4]

Participants

6

Reactant 4

HCID 962WaterHCID 10473Dimethylamine, hydrochlorideHCID 11430Potassium CarbonateHCID 322933N-[4-(2-chloropropanoyl)phenyl]acetamide

Product 1

HCID 3024740HCID 3024740, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of N-[4-(2-chloro-1-oxopropyl)phenyl]acetamide (0.19 mol), N-methyl-methanamine hydrochloride (1:1)(0.38 mol) and K2CO3 (78.8 g) in CH3CN (1400 ml) was stirred and refluxed for 12 hours. The mixture was cooled, poured into water and extracted with CH2Cl2. The organic layer was dried, filtered and the solvent was evaporated, yielding 39.77 g (89%) of (±)—N-[4-[2-(dimethylamino)-1-oxopropyl]phenyl]-acetamide (interm. 9).

Workup

  1. temperaturerefluxed for 12 hours
  2. temperatureThe mixture was cooled
  3. extractionextracted with CH2Cl2
  4. customThe organic layer was dried
  5. filtrationfiltered
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-d8592830279741d3aa8610748313b412
Source dataset
uspto-grants-2009_08
Patent number
US07579352B2

Reaction notes

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