Methyl 4-cyano-2-methoxybenzoate → Methyl 4-(aminomethyl)-2-methoxybenzoate

HRID 909105노트

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HRID 909105 반응식
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([C:10]#[N:11])=[CH:6][C:5]=1[O:12][CH3:13]>CO.O.[Ni]>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH2:11])=[CH:6][C:5]=1[O:12][CH3:13]

참가 물질

5

반응물 1

HCID 57426183Methyl 4-cyano-2-methoxybenzoate

생성물 1

HCID 67094960Methyl 4-(aminomethyl)-2-methoxybenzoate수율 37.4%

시약·촉매·용매 3

HCID 935Nickel촉매HCID 887Methanol용매HCID 962Water용매

실험 절차

A mixture of 4-cyano-2-methoxy-benzoic acid methyl ester (1.01 g, 5.28 mmol) in methanol (50 mL) was added to Raney-nickel 2800 slurry in water (a few grams washed with methanol to remove the water, Aldrich) and it was put under a 50 psi hydrogen atmosphere for 16 hrs. The mixture was filtered through Celite under an argon atmosphere and concentrated and then purified by flash chromatography to give 4-aminomethyl-2-methoxy-benzoic acid methyl ester (385.7 mg, 34.7%).

후처리

  1. washwashed with methanol
  2. customto remove the water, Aldrich) and it
  3. filtrationThe mixture was filtered through Celite under an argon atmosphere
  4. concentrationconcentrated
  5. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-4a6147c96f02477a9904aa5a14830e57
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017607B2

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