Methanol → methyl 2-[1-(N-allyloxyimino)ethyl]-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate

HRID 4909

반응식

HRID 4909 반응식
[C:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[N:20]=[C:19]([O:21][CH3:22])[CH:18]=[C:17]([O:23][CH3:24])[N:16]=2)[C:5]=1[C:6]([O:8][CH3:9])=[O:7])(=O)[CH3:2].Cl.[CH2:26]([O:29][NH2:30])[CH:27]=[CH2:28].C([O-])(=O)C.[K+].CO>O>[CH2:26]([O:29][N:30]=[C:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[N:20]=[C:19]([O:21][CH3:22])[CH:18]=[C:17]([O:23][CH3:24])[N:16]=2)[C:5]=1[C:6]([O:8][CH3:9])=[O:7])[CH3:2])[CH:27]=[CH2:28]

참가 물질

6

반응물 4

HCID 887MethanolHCID 517044Potassium AcetateHCID 3084724O-Allylhydroxylamine hydrochlorideHCID 19089394HCID 19089394, 화합물

생성물 1

HCID 85216991methyl 2-[1-(N-allyloxyimino)ethyl]-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate수율 46.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1.0 g of methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate, 1.0 g of allyloxyamine hydrochloride and 0.9 g of potassium acetate were added to 30 ml of methanol, and were refluxed with stirring for 5 hours. The reaction mixture was then poured into a cold water, and was extracted with ethyl acetate. The organic layer thus formed was washed with firstly dilute hydrochloric acid, then sodium hydrogencarbonate and water in sequence. The organic layer thus washed was then dried and concentrated. The residue oily product was purified by column chromatography to obtain 0.54 g of the aimed compound (melting point=76° to 78° C.) at a yield of 46% as a colorless transparent crystal.

후처리

  1. temperaturewere refluxed
  2. extractionwas extracted with ethyl acetate
  3. customThe organic layer thus formed
  4. washwas washed with firstly dilute hydrochloric acid
  5. washThe organic layer thus washed
  6. customwas then dried
  7. concentrationconcentrated
  8. customThe residue oily product was purified by column chromatography

출처 및 근거

ORD 기록
ord-f731ed3622dd4070b9453e090fd140d9
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242895

연결된 노트

불러오는 중…