Cyproheptadine → 4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine

HRID 128635

反応式

HRID 128635 の反応式
[CH3:1][N:2]1[CH2:22][CH2:21][C:5](=[C:6]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[CH:14]=[CH:13][C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]2=3)[CH2:4][CH2:3]1.[H][H]>C(O)(=O)C.C(O)C.[Pt]=O>[CH:11]1[C:12]2[CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:6](=[C:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:22][CH2:21]3)[C:7]=2[CH:8]=[CH:9][CH:10]=1

参加物

6

反応物 2

HCID 2913CyproheptadineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 1688974-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine収率 94.2%

試薬・触媒・溶媒 3

HCID 82844Platinum oxide (PtO)触媒HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒

実験手順

Dissolved cyproheptadine (22.2 g, 0.077 mol) in 150 mL of glacial acetic acid and 20 mL of ethanol. Added platinum oxide catalyst (1.0 g), and hydrogenated on Paar shaker at 57 psi of hydrogen pressure for 5 hours. Filtered, and evaporated filtrate to give a solid. Recrystallized crude product from ether-pet ether to give 21.0 g (94% yield) of 4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine as a white solid.

後処理

  1. filtrationFiltered
  2. customevaporated filtrate
  3. customto give a solid
  4. customRecrystallized crude product from ether-pet ether

出典と根拠

ORDレコード
ord-1683bda1f4484b42b484bd450eaf3c33
出典データセット
uspto-grants-1995_11
特許番号
US05464840

関連ノート

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