1-Methoxybicyclo[2.2.2]oct-5-en-2-one → 1-Methoxybicyclo[2.2.2]octan-2-one

HRID 451792ノート

反応式

HRID 451792 の反応式
[CH3:1][O:2][C:3]12[CH2:10][CH2:9][CH:6]([CH:7]=[CH:8]1)[CH2:5][C:4]2=[O:11]>CO.[Ni]>[CH3:1][O:2][C:3]12[CH2:8][CH2:7][CH:6]([CH2:9][CH2:10]1)[CH2:5][C:4]2=[O:11]

参加物

4

反応物 1

HCID 3772231-Methoxybicyclo[2.2.2]oct-5-en-2-one

生成物 1

HCID 217686131-Methoxybicyclo[2.2.2]octan-2-one収率 90%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

反応条件

温度
40 °C

実験手順

To a solution of 1-methoxybicyclo[2.2.2]oct-5-en-2-one (16.5 g, 0.11 mol) in MeOH (250 mL) was added Raney-Ni (3.3 g). The reaction mixture was stirred at 40° C. and 45 psi under H2 atmosphere for 2-3 h (8.0 g, 40%). The resulting mixture was filtered, the filtrate was concentrated in vacuo to produce 1-methoxybicyclo[2.2.2]octan-2-one (15.0 g, 90%). 1H NMR (CDCl3, 400 MHz) δ 3.33 (s, 3H), 2.32 (d, 2H), 2.09 (m, 1H), 1.49-1.95 (m, 8H).

後処理

  1. filtrationThe resulting mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-334818d8860942d78f279165d2eb22f8
出典データセット
uspto-grants-2013_07
特許番号
US08487108B2

反応ノート

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