Tert-butyl 3-nitrobenzoate → tert-Butyl-3-aminobenzoate

HRID 482341

반응식

HRID 482341 반응식
[C:1]([O:5][C:6](=[O:16])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:16])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[CH:8]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 1

HCID 11961369Tert-butyl 3-nitrobenzoate

생성물 1

HCID 2737408tert-Butyl-3-aminobenzoate수율 100%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 3-nitro-benzoic acid t-butyl ester (3.77 g, 16.9 mmol), prepared as in Intermediate 15, in absolute ethanol (50 mL) is combined with palladium on carbon (10 wt %, 0.30 g) and stirred under atmospheric hydrogen for approximately 3 hrs. The reaction mixture is filtered through a pad of diatomaceous earth and then concentrated in vacuo to an oil which crystallized when dried under high vacuum providing the title compound as a tan solid (3.28 g, 16.9 mmol). 1H NMR (300 MHz, CDCl3) δ=1.58 (s, 9H); 6.79-6.87 (m, 1H), 7.19 (t, J=8.5 Hz, 1H); 7.24-7.34 (m, 1H); 7.38 (d, J=8.0 Hz, 1H). MS (Cl): [M+H]+ =194.

후처리

  1. filtrationThe reaction mixture is filtered through a pad of diatomaceous earth
  2. concentrationconcentrated in vacuo to an oil which
  3. customcrystallized when
  4. customdried under high vacuum

출처 및 근거

ORD 기록
ord-d921bf085d2942be9b856b55a5673c80
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05795887

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