Methanol → N-(3-Amino-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide

HRID 1903894Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1903894
[N+:1]([C:4]1[CH:5]=[C:6]([N:11]2[C:15](=[O:16])[C:14]3[CH2:17][CH2:18][CH2:19][CH2:20][C:13]=3[C:12]2=[O:21])[CH:7]=[CH:8][C:9]=1[Cl:10])([O-])=O.CO>O=[Pt]=O.CCOC(C)=O>[NH2:1][C:4]1[CH:5]=[C:6]([N:11]2[C:15](=[O:16])[C:14]3[CH2:17][CH2:18][CH2:19][CH2:20][C:13]=3[C:12]2=[O:21])[CH:7]=[CH:8][C:9]=1[Cl:10]

Komponenten

5

Edukt 2

HCID 887MethanolHCID 1568791H-Isoindole-1,3(2H)-dione, 2-(4-chloro-3-nitrophenyl)-4,5,6,7-tetrahydro-

Produkt 1

HCID 13285967N-(3-Amino-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimideAusbeute 80,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 40 g of N-(3-nitro-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide in 900 ml. of MeOH and 100 ml. of EtOAc in a hydrogenation bottle is added 0.5 g PtO2. The bottle is purged with hydrogen then pressurized to 50 psig and shaken until the required amount of H2 was used. The reaction mixture was filtered through celite, washed well with CH2Cl2 and the combined organic phases concentrated in vacuo to yield 29 g of the product. This product was used without further purification in subsequent transformations.

Aufarbeitung

  1. customThe bottle is purged with hydrogen
  2. filtrationThe reaction mixture was filtered through celite
  3. washwashed well with CH2Cl2
  4. concentrationthe combined organic phases concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6274814401c3424bb806403038c81f40
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04439229

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