Acetic Acid → 2-(2', 4'-Dioxo-1'-methyl-cyclohexyl)-benzyl amine

HRID 53873Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 53873
C1CO[CH:8]2[CH:3]([CH2:4][C:5](=[O:24])[C:6]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[CH2:18]C(N=[N+]=[N-])=O)([CH3:11])[CH2:7]2)[O:2]1.C(O)(=O)C.C[N:30](C)C=O>>[O:24]=[C:5]1[CH2:4][C:3](=[O:2])[CH2:8][CH2:7][C:6]1([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][NH2:30])[CH3:11]

Komponenten

4

Edukt 3

HCID 176Acetic AcidHCID 6228DimethylformamideHCID 867507072-(4'-Ethylenedioxy-1'-methyl-2'-oxocyclohexyl)-phenylacetyl azide

Produkt 1

HCID 677265002-(2', 4'-Dioxo-1'-methyl-cyclohexyl)-benzyl amine

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

The acyl azide 5 is dissolved in dimethylformamide and heated to 100° C. until nitrogen evolution ceases. The solution is cooled and treated with aqueous acetic acid to form 2-(2', 4'-dioxo-1'-methyl-cyclohexyl)-benzyl amine 6. Diethyl ether is added and the solution is washed successively with saturated sodium bicarbonate solution, water, and saturated salt solution and dried over anhydrous sodium sulfate. The solvent is removed by rotoevaporation to yield 1,2,3,4,4a,5,6,10b-octahydro- 10b-methyl-3-phenanthridinone 7.

Aufarbeitung

  1. temperatureThe solution is cooled

Quellen und Nachweise

ORD-Eintrag
ord-93a7c98bbcbc472580c091492ec5d4fa
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05621104

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