반응 #2479880

ord-729a07f3ca8747f080eca55c0602b4ae

반응 방정식

C1=C(c2cc3ccccc3[nH]2)Cc2ccccc21
2-(2-indenyl)indole
C1=C(c2cc3ccccc3[nH]2)Cc2ccccc21
2-(2indenyl)indole
CCOC(=O)/C=C\C#N
ethyl cis-β-cyanoacrylate
O=C1C=c2c(c3c(c4[nH]c5ccccc5c24)Cc2ccccc2-3)=N1
tan solid
수율 12.2%
O=C1C=c2c(c3c(c4[nH]c5ccccc5c24)Cc2ccccc2-3)=N1
13H-Indeno[2,3-a]pyrrolo[2,3-c]carbazole-6(6H)one
수율 12.2%

반응 조건

온도
120°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The mixture was evaporated at reduced pressure
  2. 2
    기타the residue was triturated with ether
  3. 3
    기타The resulting solid was chromatographed (silica gel; EtOAc: hexanes; 1:1)

실험 절차

A mixture of 2-(2-indenyl)indole 4 (75 mg; 0.32 mmol) and ethyl cis-β-cyanoacrylate (81 mg; 0.64 mmol) in trifluoroacetic acid (1 mL) was heated in a sealed reaction vial at 120° C. for 1 h., followed by 4 h at 160° C. The mixture was evaporated at reduced pressure and the residue was triturated with ether. The resulting solid was chromatographed (silica gel; EtOAc: hexanes; 1:1) to give 12 mg (12%) of tan solid product; mp 275°-280° C., MS (ES+) 310 (M+). This compound showed identical spectral data as that prepared in Method A.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05801190uspto-grants-1998_09