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

HRID 53873노트

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HRID 53873 반응식
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]

참가 물질

4

반응물 3

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

생성물 1

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

반응 조건

온도
100 °C

실험 절차

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.

후처리

  1. temperatureThe solution is cooled

출처 및 근거

ORD 기록
ord-93a7c98bbcbc472580c091492ec5d4fa
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05621104

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