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

HRID 133788

反応式

HRID 133788 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5d0270f549334feb8b9e66f55faeee5c
出典データセット
uspto-grants-2008_06
特許番号
US07390925B2

関連ノート

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