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

HRID 451792노트

반응식

HRID 451792 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

HCID 217686131-Methoxybicyclo[2.2.2]octan-2-one수율 90%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

반응 조건

온도
40 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-334818d8860942d78f279165d2eb22f8
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487108B2

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