Butanamide, 4-chloro-N-(2-(7-methoxy-1-naphthalenyl)ethyl)- → 2-Pyrrolidinone, 1-(2-(7-methoxy-1-naphthalenyl)ethyl)-

HRID 1613906Notes

Reaction equation

HRID 1613906 reaction equation
[Na].[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[C:11]2[CH2:14][CH2:15][NH:16][C:17](=[O:22])[CH2:18][CH2:19][CH2:20]Cl)=[CH:6][CH:5]=1>C(O)C>[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[C:11]2[CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][C:17]2=[O:22])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 3071634Butanamide, 4-chloro-N-(2-(7-methoxy-1-naphthalenyl)ethyl)-HCID 5360545Sodium

Product 1

HCID 30716352-Pyrrolidinone, 1-(2-(7-methoxy-1-naphthalenyl)ethyl)-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.01 mol of sodium is dissolved in 50 ml of ethanol and the N-[2-(7-methoxynaphth-1-yl)ethyl]chloro-4-butyramide obtained in Example 7 is added under magnetic agitation. The agitation is maintained for 20 minutes, and then the mixture is dried and the residue is solubilized in 40 ml of anhydrous dimethylformamide. The solution is heated at boiling point for 7 hours, then evaporated under vacuum and the residue is taken up in ether, then filtered and dried. The residue is recrystallized in petroleum ether.

Workup

  1. temperatureThe agitation is maintained for 20 minutes
  2. customthe mixture is dried
  3. temperatureThe solution is heated
  4. customfor 7 hours
  5. customevaporated under vacuum
  6. filtrationfiltered
  7. customdried
  8. customThe residue is recrystallized in petroleum ether

Sources & evidence

ORD record
ord-88b6f6080a614731b3c86a2bb8e414b0
Source dataset
uspto-grants-1993_03
Patent number
US05194614

Reaction notes

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