Ethyl 2-methyl-5-nitrobenzoate → Ethyl 5-amino-2-methylbenzoate

HRID 1640010노트

반응식

HRID 1640010 반응식
[CH3:1][C:2]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]>C(O)C.[Pd]>[NH2:13][C:10]1[CH:11]=[CH:12][C:2]([CH3:1])=[C:3]([CH:9]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

4

반응물 1

HCID 18510875Ethyl 2-methyl-5-nitrobenzoate

생성물 1

HCID 18690998Ethyl 5-amino-2-methylbenzoate수율 101%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of ethyl 2-methyl-5-nitrobenzoate (11.5 g, 54 mmol) and 10% Pd/C (1.2 g) in ethanol (200 mL) was shaken under an atmosphere of hydrogen at 40 psi for 18 h. After this time, the mixture was filtered through diatomaceous earth and concentrated under reduced pressure to provide ethyl 5-amino-2-methylbenzoate (9.77 g, 98%) as an off-white solid: 1H NMR (300 MHz, CDCl3) δ 7.25 (d, J=2.6 Hz, 1H), 7.02 (d, J=8.1 Hz, 1H), 6.74 (d, J=8.1 Hz, 1H), 4.33 (q, J=7.2 Hz, 2H), 2.46 (s, 3H), 1.38 (t, J=7.1 Hz, 3H).

후처리

  1. filtrationAfter this time, the mixture was filtered through diatomaceous earth
  2. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9c36d299c9b44339b779d02427b7699a
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110681B2

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