Ammonium formate → 3-(Naphth-2-yl)-8-ethoxycarbonyl-8-azabicyclo[3.2.1]octane

HRID 1871912ノート

反応式

HRID 1871912 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[CH2:17][CH:16]2[N:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:13]([CH2:14][CH2:15]2)[CH:12]=1.C([O-])=O.[NH4+]>[Pd].C(O)C>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]1[CH2:17][CH:16]2[N:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:13]([CH2:14][CH2:15]2)[CH2:12]1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 186899033-(Naphth-2-yl)-8-ethoxycarbonyl-8-azabicyclo[3.2.1]oct-2-ene

生成物 1

HCID 186899083-(Naphth-2-yl)-8-ethoxycarbonyl-8-azabicyclo[3.2.1]octane収率 70.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of 4.0 gm (13.0 mMol) 3-(naphth-2-yl)-8-ethoxycarbonyl-8-azabicyclo[3.2.1]oct-2-ene, 0.5 gm 10% palladium on carbon and 8.22 gm (130 mMol) ammonium formate in 100 mL ethanol was stirred at room temperature for 16 hours and then at reflux for 1.5 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure. The residue was subjected to silica gel chromatography. Fractions containing product were combined and concentrated under reduced pressure to provide 2.83 gm (70.4%) of 3-(naphth-2-yl)-8-ethoxycarbonyl-8-azabicyclo-[3.2.1]octane.

後処理

  1. temperatureat reflux for 1.5 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate concentrated under reduced pressure
  4. additionFractions containing product
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-6b8e2e1765794a08b3cfb2001f8c34f4
出典データセット
uspto-grants-2000_08
特許番号
US06107307

反応ノート

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