Hexahydropyrazolo[1,2-a]pyrazole → 1-[2-[4-(2-Ethoxycarbonylethyl)phenyl]ethyl]-1,5-diazacyclooctane

HRID 55326ノート

反応式

HRID 55326 の反応式
[CH2:1]([O:3][C:4](/[CH:6]=[CH:7]/[C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15]Br)=[CH:10][CH:9]=1)=[O:5])[CH3:2].[N:17]12[CH2:24][CH2:23][CH2:22][N:21]1[CH2:20][CH2:19][CH2:18]2>C(OCC)C>[CH2:1]([O:3][C:4]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][N:17]2[CH2:24][CH2:23][CH2:22][NH:21][CH2:20][CH2:19][CH2:18]2)=[CH:10][CH:9]=1)=[O:5])[CH3:2]

参加物

4

反応物 2

HCID 138483Hexahydropyrazolo[1,2-a]pyrazoleHCID 199575382-[4-[(E)-2-ethoxycarbonylvinyl]phenyl]ethyl bromide

生成物 1

HCID 199575251-[2-[4-(2-Ethoxycarbonylethyl)phenyl]ethyl]-1,5-diazacyclooctane収率 104.2%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 2-[4-[(E)-2-ethoxycarbonylvinyl]phenyl]ethyl bromide (2.10 g) in diethyl ether (20 ml) was added 1,5-diazabicyclo[3,3,0]octane (0.89 g), and the mixture was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure. To a solution of the residue in ethanol (30 ml) was added a 10% palladium on activated carbon (0.44 g), and the mixture was stirred at room temperature for 5 hours under an atmosphere of hydrogen. The catalyst was removed by filtration through a celite column, and the filtrate was concentrated under reduced pressure. The residue was quenched with an aqueous 1N-NaOH solution (20 ml), and the mixture was extracted with methylene chloride (30 ml). The extract was dried over anhydrous MgSO4, and concentrated to dryness under reduced pressure to give 1-[2-[4-(2-ethoxycarbonylethyl)phenyl]ethyl]-1,5-diazacyclooctane (2.46 g) as a colorless oily liquid.

後処理

  1. customThe solvent was removed under reduced pressure
  2. additionTo a solution of the residue in ethanol (30 ml) was added a 10% palladium on activated carbon (0.44 g)
  3. stirringthe mixture was stirred at room temperature for 5 hours under an atmosphere of hydrogen
  4. customThe catalyst was removed by filtration through a celite column
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was quenched with an aqueous 1N-NaOH solution (20 ml)
  7. extractionthe mixture was extracted with methylene chloride (30 ml)
  8. dry with materialThe extract was dried over anhydrous MgSO4
  9. concentrationconcentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-f0b33e3d823345178691c4a8af7dfb9b
出典データセット
uspto-grants-1997_04
特許番号
US05624948

反応ノート

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