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Water → HCID 3024740, compound

HRID 349392
Notes
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Reaction equation

HRID 349392 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 6342
Acetonitrile
Solvent

Procedure

A mixture of N-[4-(2-chloro-1-oxopropyl)phenyl]acetamide (0.19 mol), N-methylmethanamine 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-050b4fb934c64b88a17bddd1cacbf57a
Source dataset
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07179825B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes