3-Methyl-4-nitrobenzyl alcohol → (4-amino-3-methylphenyl)methanol

HRID 1634154노트

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HRID 1634154 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-])=O)[CH2:5][OH:6]>C(O)C.[Pd]>[OH:6][CH2:5][C:4]1[CH:7]=[CH:8][C:9]([NH2:10])=[C:2]([CH3:1])[CH:3]=1

참가 물질

4

반응물 1

HCID 5913603-Methyl-4-nitrobenzyl alcohol2회

생성물 1

HCID 1514189(4-amino-3-methylphenyl)methanol수율 99%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 3-methyl-4-nitrobenzyl alcohol (compound 12-1, 8.5 g, 50.9 mmol) in ethanol (100 mL) was stirred at room temperature, while 10% Pd/C (1.0 g) was added in one portion. The resulting suspension was hydrogenated (10 psi) in a Parr apparatus at room temperature for 1.5 hours. The catalyst was removed by filtration, and solvent was evaporated under vacuum to give the title compound (12-2, 6.9 g, 99%). MS (electrospray) 138 (M+1); 1H N MR (CDCl3) δ 2.16 (s, 3H), 2.72 (br s, 3H), 4.52 (s, 2H), 6.64 (d, 1H, J=8.0 Hz), 7.02 (d, 1H, J=8.0 Hz), 7.05 (s, 1H).

후처리

  1. additionwas added in one portion
  2. customat room temperature
  3. customfor 1.5 hours
  4. customThe catalyst was removed by filtration, and solvent
  5. customwas evaporated under vacuum

출처 및 근거

ORD 기록
ord-18a1d9d989254ac88c2cef9c0cdff07d
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06506760B1

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