Pyridine → 1,2,3,4-Tetrahydrocarbazole

HRID 597541

反応式

HRID 597541 の反応式
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[C:9]1([NH:15]N)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.N1C=CC=CC=1>O>[CH2:5]1[C:6]2[NH:15][C:9]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:1]=2[CH2:2][CH2:3][CH2:4]1

参加物

5

反応物 3

HCID 1049PyridineHCID 7967CyclohexanoneHCID 60962Phenylhydrazine hydrochloride

生成物 1

HCID 136641,2,3,4-Tetrahydrocarbazole

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
115 °C

実験手順

Cyclohexanone (2.0 ml., 0.020 mole), phenylhydrazine hydrochloride (2.88 g., (0.020 mole) and 6.0 ml. of freshly distilled pyridine are combined, heated at reflux (115° C) for 3 hours, then allowed to cool to room temperature and allowed to stir overnight. About 25 ml. of water is added and the precipitated solids are collected by decantation. After washing again with water, the solids are dissolved in a mixture of 20 ml. of ethanol and 5 ml. of water and set aside. The resulting crystals are collected by filtration, washed with aqueous ethanol and dried to afford 2.65 g. (77.5% of theory) of the title compound, M.P. 119°-120° C. A mixture of the product and an authentic sample of 1,2,3,4-tetrahydrocarbazole also melted at 119°-120° C.

後処理

  1. temperatureheated
  2. temperatureto cool to room temperature
  3. customthe precipitated solids are collected by decantation
  4. washAfter washing again with water
  5. dissolutionthe solids are dissolved in a mixture of 20 ml
  6. filtrationThe resulting crystals are collected by filtration
  7. washwashed with aqueous ethanol
  8. customdried
  9. customto afford 2.65 g

出典と根拠

ORDレコード
ord-d32beca789d94ffc8406731eb2d2faf5
出典データセット
uspto-grants-1977_03
特許番号
US04014890

関連ノート

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