Hydrazine → 9-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

HRID 442526ノート

反応式

HRID 442526 の反応式
[CH2:1]([C:4]12[CH2:19][C:18](=O)[CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:2]=[CH2:3].NN.[OH-].[Na+]>C(O)COCCOCCO.O>[CH2:1]([C:4]12[CH2:19][CH2:18][CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:2]=[CH2:3]

参加物

6

反応物 3

HCID 9321HydrazineHCID 14798Sodium HydroxideHCID 68119883HCID 68119883、化合物

生成物 1

HCID 540335399-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8172Triethylene Glycol溶媒

反応条件

温度
150 °C

実験手順

A mixture of 9-β-propenyl-9,10-dihydro-9,10-ethanoanthracene-11-one (280 mg), hydrazine (0.2 ml) and sodium hydroxide in triethyleneglycol was stirred at 150° C. for 30 minutes and at 190° - 200° C. for 2.5 hours. The reaction mixture was diluted with water and extracted with benzene. The organic layer was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness. The residue was purified over silica gel chromatography to give 9-β-propenyl-9,10-dihydro-9,10-ethanoanthracene, M.P. 42° - 43° C.

後処理

  1. extractionextracted with benzene
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated to dryness
  5. customThe residue was purified over silica gel chromatography

出典と根拠

ORDレコード
ord-a2886c66a7f14d15b1a9e97a4267d117
出典データセット
uspto-grants-1977_08
特許番号
US04045560

反応ノート

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