Benzenepropanoic acid, 4-methoxy-beta-oxo-, ethyl ester → Ethyl 3-(methoxyimino)-3-(4-methoxyphenyl)propanoate

HRID 133788

반응식

HRID 133788 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][CH:4]=1.[CH3:17][O:18][NH2:19].Cl>C(O)C>[CH3:17][O:18][N:19]=[C:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

참가 물질

4

반응물 2

HCID 76150Benzenepropanoic acid, 4-methoxy-beta-oxo-, ethyl esterHCID 521874O-Methylhydroxylamine hydrochloride

생성물 1

HCID 58984518Ethyl 3-(methoxyimino)-3-(4-methoxyphenyl)propanoate

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

A mixture of ethyl 3-(4-methoxyphenyl)-3-oxopropanoate (500 mg) and MeONH2.HCl (207 mg) in ethanol (4 mL) was heated at 80° C. for 2 h. Ethanol was removed in vacuo, and saturated sodium bicarbonate was added to the residue. The aqueous solution was extrated with ethyl acetate (x4), and the combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated in vacuo to give the title compound as a colorless oil, which was used directly in the Step B. HPLC retention time: 2.02 min (method A). MS (ESI) (M+H)+ 252.14.

후처리

  1. customEthanol was removed in vacuo, and saturated sodium bicarbonate
  2. additionwas added to the residue
  3. washthe combined organic layers were washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customThe filtrate was evaporated in vacuo

출처 및 근거

ORD 기록
ord-5d0270f549334feb8b9e66f55faeee5c
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390925B2

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