1-(2-nitrophenyl)-1H-pyrrole-2-carbaldehyde → 4,5-Dihydropyrrolo[1,2-a]quinoxaline

HRID 55145

반응식

HRID 55145 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH:15]=O)([O-])=O>C(O)C.C(OCC)(=O)C.[Pd]>[CH:14]1[N:10]2[C:5]3[C:4]([NH:1][CH2:15][C:11]2=[CH:12][CH:13]=1)=[CH:9][CH:8]=[CH:7][CH:6]=3

참가 물질

5

반응물 1

HCID 47153911-(2-nitrophenyl)-1H-pyrrole-2-carbaldehyde

생성물 1

HCID 118051814,5-Dihydropyrrolo[1,2-a]quinoxaline수율 44.5%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 1.0 g of 1-(2-nitrophenyl)-1H-pyrrole-2-carboxaldehyde in 40 ml of ethyl alcohol and 40 ml of ethyl acetate, under argon, is added 40 mg of 10% Pd/C. The mixture is hydrogenated at 40 psi for 2 hours and filtered through diatomaceous earth. The filtrate is concentrated in vacuo to a residue which is dissolved in ether and treated with hexanes to give 0.35 g of the desired product as a beige solid m.p. 108°-110° C.

후처리

  1. filtrationfiltered through diatomaceous earth
  2. concentrationThe filtrate is concentrated in vacuo to a residue which
  3. dissolutionis dissolved in ether
  4. additiontreated with hexanes

출처 및 근거

ORD 기록
ord-a53c8818217a4db4b838224871487c1f
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624923

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