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

HRID 1166004

反応式

HRID 1166004 の反応式
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

参加物

7

反応物 3

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

生成物 1

HCID 3266156-Chloro-1,2,3,4-tetrahydrocarbazole収率 20%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 45051903Eisenazetat触媒HCID 19096565Water ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-28f39c64974e44e39a86a9a573fd0459
出典データセット
uspto-grants-1990_03
特許番号
US04912220

関連ノート

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