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Methyl 2-methyl-3-nitro-5-(trifluoromethyl)benzoate → Methyl 3-amino-2-methyl-5-(trifluoromethyl)benzoate

HRID 2208662
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HRID 2208662 반응식
[CH3:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][C:9]([C:15]([F:18])([F:17])[F:16])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]>CO.[OH-].[OH-].[Pd+2]>[NH2:12][C:11]1[C:2]([CH3:1])=[C:3]([CH:8]=[C:9]([C:15]([F:16])([F:17])[F:18])[CH:10]=1)[C:4]([O:6][CH3:7])=[O:5]
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참가 물질

4

반응물 1

HCID 68295416Methyl 2-methyl-3-nitro-5-(trifluoromethyl)benzoate

생성물 1

HCID 68295733Methyl 3-amino-2-methyl-5-(trifluoromethyl)benzoate수율 58%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

To a stirred solution of methyl 2-methyl-3-nitro-5-(trifluoromethyl)benzoate (20.0 g, 76.0 mmol) in MeOH (400 ml) was added Pd(OH)2 (2.00 g). The reaction mixture was stirred for 3 hours under hydrogen atmosphere. After purging with nitrogen, the mixture was filtered and the filtrate was concentrated in vacuo to give the titled compound as an orange solid (10.2 g, 58% yield). 1H-NMR (400 MHz, CDCl3) δppm; 7.47 (brs, 1H), 7.01 (d, J=2.0 Hz, 1H), 3.92 (m, 2H), 3.91 (s, 3H), 2.39 (s, 3H).

후처리

  1. customAfter purging with nitrogen
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-658a44db49f344bea40bd0700e2cd23d
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376422B2

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