1-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropyne → HCID 13556875, Verbindung

HRID 464929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 464929
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][CH2:10][N:11]2[C:15](=[O:16])[C:14]3=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]3[C:12]2=[O:21])=[C:4]([C:22](=[O:29])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:3]=1>[Ni].O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]2[C:15](=[O:16])[C:14]3=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]3[C:12]2=[O:21])=[C:4]([C:22](=[O:29])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:3]=1

Komponenten

4

Edukt 1

HCID 128782521-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropyne

Produkt 1

HCID 13556875HCID 13556875, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 2 g (5 mmole) of 1-[4-chloro-2-benzoylphenyl]-3-phthalimidopropyne and 1/2 teaspoonful of Raney nickel in 25 ml of tetrahydrofuran was hydrogenated at room temperature and atmospheric pressure. When 240 ml of hydrogen was absorbed, the catalyst was separated by filtration and the filtrate concentrated at reduced pressure to dryness. The residue was crystallized from a mixture of ether and petroleum to give crude product as a tan solid, mp 94°-97° C. Recrystallization from ether gave pale yellow prisms, mp 98°-99° C.

Aufarbeitung

  1. customwas hydrogenated at room temperature
  2. customWhen 240 ml of hydrogen was absorbed
  3. customthe catalyst was separated by filtration
  4. concentrationthe filtrate concentrated at reduced pressure to dryness
  5. customThe residue was crystallized from a mixture of ether and petroleum
  6. customto give crude product as a tan solid, mp 94°-97° C
  7. customRecrystallization from ether
  8. customgave pale yellow prisms, mp 98°-99° C.

Quellen und Nachweise

ORD-Eintrag
ord-5dac1004c7aa4f46a545bfd9442e133f
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04549988

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