Réaction #54591

ord-238e2c7868bf4c0ab667f4ccfcc35579

Équation de réaction

O
water
ClC(Cl)Cl
Chloroform
O=C1NC(=O)c2ccccc21.[K]
potassium phthalimide
CCCC(Br)C(=O)OCC
ethyl-2-bromopentanoate
→
CCCC(C(=O)OCC)N1C(=O)c2ccccc2C1=O
ethyl α-phthalimidopentanoate

Réactifs

O
water
ClC(Cl)Cl
Chloroform
O=C1NC(=O)c2ccccc21.[K]
potassium phthalimide
CCCC(Br)C(=O)OCC
ethyl-2-bromopentanoate

Réactifs

Aucun

Solvants

CN(C)C=O
DMF
CN(C)C=O
dimethylformamide

Conditions de réaction

Température
60°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe phases are separated
  2. 2
    Extractionthe aqueous phase is extracted with chloroform
  3. 3
    Extractionextracted with 0.1 N sodium hydroxide and with water
  4. 4
    SéchageAfter drying over sodium sulfate
  5. 5
    Autrethe chloroform is removed

Mode opératoire

To a solution of potassium phthalimide (0.1 mole) in about 50 ml of dimethylformamide (DMF) is added 1 equivalent of ethyl-2-bromopentanoate. The temperature is maintained at about 60° C. for 10 minutes. Chloroform is added to the cooled DMF solution and the mixture is poured into water. The phases are separated and the aqueous phase is extracted with chloroform. The chloroform extracts are combined, extracted with 0.1 N sodium hydroxide and with water. After drying over sodium sulfate, the chloroform is removed to give ethyl α-phthalimidopentanoate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04148998uspto-grants-1979_04