Aniline → 3-chloro-N-phenylpropanamide

HRID 345457Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 345457
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:8][CH2:9][CH2:10][C:11](Cl)=[O:12]>O1CCCC1>[Cl:8][CH2:9][CH2:10][C:11]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:12]

Komponenten

4

Edukt 2

HCID 6115AnilineHCID 693643-Chloropropionyl chloride

Produkt 1

HCID 2404043-chloro-N-phenylpropanamideAusbeute 69,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 5.6 g (0.06 mole) of aniline in 50 ml of tetrahydrofuran was added dropwise to a solution of 5.0 g (0.04 mole) of 3-chloropropionyl chloride in 50 ml of tetrahydrofuran. The reaction mixture was mechanically stirred and the temperature maintained between 5° and 15° C. throughout the addition. After the final addition, the solution was filtered to remove solid precipitates, and the filtrate was concentrated under reduced pressure to give a white solid. The solid was recrystallized from benzene and petroleum ether (30°-60° C.) to yield 5.1 g (69%) of white solid, mp 114°-115° C.

Aufarbeitung

  1. temperaturethe temperature maintained between 5° and 15° C. throughout the addition
  2. additionAfter the final addition
  3. filtrationthe solution was filtered
  4. customto remove solid
  5. customprecipitates
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customto give a white solid
  8. customThe solid was recrystallized from benzene and petroleum ether (30°-60° C.)

Quellen und Nachweise

ORD-Eintrag
ord-4b995636f9dd48c39fcc500baeb60d8d
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05057524

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