Isoamyl Nitrite → HCID 67084010, 화합물

HRID 79007노트

반응식

HRID 79007 반응식
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([CH3:11])[C:5]=1[Cl:12].C(O[N:20]=O)CC(C)C>C(O)(=O)C>[CH3:1][O:2][C:3]([C:4]1[C:5]([Cl:12])=[C:6]2[C:7](=[CH:8][CH:9]=1)[NH:10][N:20]=[CH:11]2)=[O:13]

참가 물질

4

반응물 2

HCID 8053Isoamyl NitriteHCID 67083635HCID 67083635, 화합물

생성물 1

HCID 67084010HCID 67084010, 화합물수율 40.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of 4-amino-2-chloro-3-methyl-benzoic acid methyl ester (5.29 g, 26.5 mmol) in acetic acid (100 mL) was added isoamylnitrite (3.9 mL, 29.2 mmol). The reaction mixture was stirred at room temperature for 30 minutes then heated at reflux for 3 hours. The reaction mixture was concentrated in vacuo and the resultant residue subjected to flash chromatography (SiO2, gradient 0-100% ethyl acetate in cyclohexane) to yield the title compound as an off-white solid (2.26 g, 40%). 1H NMR (CDCl3, 400 MHz) 3.97 (3H, s), 7.42 (1H, d, J=8.8 Hz), 7.95 (1H, d, J=8.8 Hz), 8.29 (1H, s).

후처리

  1. temperaturethen heated
  2. temperatureat reflux for 3 hours
  3. concentrationThe reaction mixture was concentrated in vacuo

출처 및 근거

ORD 기록
ord-72a07da25f844ac1b0aaad77fd82bccd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841462B2

반응 노트

불러오는 중…