4-Methoxy-benzofuran-3-one oxime → 4-Methoxy-2,3-dihydrobenzofuran-3-amine

HRID 1695582노트

반응식

HRID 1695582 반응식
[CH3:1][O:2][C:3]1[C:8]2[C:9](=[N:12]O)[CH2:10][O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.[H][H]>O1CCCC1.CO.[Ni]>[CH3:1][O:2][C:3]1[C:8]2[CH:9]([NH2:12])[CH2:10][O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1

참가 물질

6

반응물 2

HCID 866341844-Methoxy-benzofuran-3-one oximeHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 672125224-Methoxy-2,3-dihydrobenzofuran-3-amine수율 98%

시약·촉매·용매 3

HCID 935Nickel촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of the above described 4-methoxy-benzofuran-3-one oxime (27.7 g, 155 mmol; HPLC 1.448 min) and Raney-Nickel (13.85 g) in tetrahydrofuran (700 mL) and methanol (700 mL) was hydrogenated at 100 bar hydrogen-pressure at 100° C. for 22 h. Filtered the catalyst off, washed with methanol and tetrahydrofuran, all volatiles very removed in vacuum to give the title compound as a brown oil (24.7 g, 98%, HPLC 0.4 min), MS (ISP) m/e=166.2 [(M+H)+].

후처리

  1. additionA mixture of the
  2. filtrationFiltered the catalyst off,
  3. washwashed with methanol and tetrahydrofuran
  4. customall volatiles very removed in vacuum

출처 및 근거

ORD 기록
ord-bb91425f258046d6abd6dc73002dcc6a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163740B2

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