Tetrahydrophthalic anhydride → N-(3-(allyloxy)-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide

HRID 1638915Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1638915
[CH2:1]1[CH:6]2[C:7]([O:9][C:10](=[O:11])[CH:5]2[CH2:4][CH:3]=[CH:2]1)=O.[CH2:12]([O:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=1[Cl:23])[NH2:19])[CH:13]=[CH2:14]>C(O)(=O)C>[CH2:12]([O:15][C:16]1[CH:17]=[C:18]([N:19]2[C:10](=[O:11])[C:5]3[CH2:4][CH2:3][CH2:2][CH2:1][C:6]=3[C:7]2=[O:9])[CH:20]=[CH:21][C:22]=1[Cl:23])[CH:13]=[CH2:14]

Komponenten

4

Edukt 2

HCID 6810Tetrahydrophthalic anhydrideHCID 544961134-Chloro-3-[(prop-2-en-1-yl)oxy]aniline

Produkt 1

HCID 12881900N-(3-(allyloxy)-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 4.4 g of THPA, 5.3 g of 3B and 60 mL of glacial acetic acid was refluxed for 1 hour, then poured into 300 mL of ice water. The resulting mixture was allowed to stand for 10 minutes, then filtered. The collected solid was washed with cold water, dried under reduced pressure and recrystallized from ethyl acetate/hexane, to give N-(3-(allyloxy)-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide (3C), as yellow crystals, m.p.: 118.5°-120° C.

Aufarbeitung

  1. temperaturewas refluxed for 1 hour
  2. filtrationfiltered
  3. washThe collected solid was washed with cold water
  4. customdried under reduced pressure
  5. customrecrystallized from ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-897bd9c811884df3a663d3eced29ab1c
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04881967

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