Acetic Acid → 6-Chloro-1,2,3,4-tetrahydrocarbazole

HRID 1252589노트

반응식

HRID 1252589 반응식
C(O)(=O)C.C([O-])(=O)C.[Na+].[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([N+:24]([O-])=O)=[C:15]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][C:18]2=O)[CH:16]=1>C(O)C.O.[Fe].C(O)(=O)C.[Fe]>[Cl:10][C:11]1[CH:16]=[C:15]2[C:14](=[CH:13][CH:12]=1)[NH:24][C:18]1[CH2:19][CH2:20][CH2:21][CH2:22][C:17]2=1

참가 물질

7

반응물 3

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 133483422-(5-Chloro-2-nitrophenyl)cyclo-hexanone

생성물 1

HCID 3266156-Chloro-1,2,3,4-tetrahydrocarbazole수율 20%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 45051903Eisenazetat촉매HCID 19096565Water ethanol용매

실험 절차

The reduction can also be carried out using Fe/acetic acid. A mixture of 0.784 g of iron, 1.62 mL of glacial acetic acid, 0.544 g of sodium acetate, and 1 g of 2-(5-chloro-2-nitrophenyl)cyclo- hexanone was refluxed in 80 mL of 4:1 (v/v) ethanol/water for 2 hr. The mixture was cooled, ethanol was evaporated, and the residue was extracted into methylene chloride. Work-up followed by column chromatography on silica yielded 0.160 g (20%) of the named product.

후처리

  1. temperatureThe mixture was cooled
  2. customethanol was evaporated
  3. extractionthe residue was extracted into methylene chloride

출처 및 근거

ORD 기록
ord-0ae972ab85f64dd28b811a9c9de6d1fb
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04743690

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