Ethanol → Ethyl-4-(3-fluoro-2-methoxyphenyl)-2-oxo-4-methyl-valerate

HRID 1869312노트

반응식

HRID 1869312 반응식
[F:1][C:2]1[C:3]([O:17][CH3:18])=[C:4]([C:8]([CH3:16])([CH3:15])[CH2:9][C:10](=[O:14])[C:11]([OH:13])=[O:12])[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[CH2:24](O)[CH3:25]>>[CH2:24]([O:12][C:11](=[O:13])[C:10](=[O:14])[CH2:9][C:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[C:3]=1[O:17][CH3:18])([CH3:16])[CH3:15])[CH3:25]

참가 물질

4

반응물 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 179890854-(3-Fluoro-2-methoxyphenyl)-4-methyl-2-oxo-pentanoic acid

생성물 1

HCID 17989088Ethyl-4-(3-fluoro-2-methoxyphenyl)-2-oxo-4-methyl-valerate수율 90.6%

실험 절차

4.14 g (16.28 mmol) of 4-(3-fluoro-2-methoxyphenyl)-4-methyl-2-oxo-pentanoic acid is dissolved in 97 ml of ethanol, mixed with 1.79 ml of sulfuric acid and refluxed for four hours. The ethanol is drawn off in a rotary evaporator, and the residue is carefully mixed with saturated sodium bicarbonate solution until a pH of 9 is reached. It is extracted twice with 100 ml each of ethyl acetate, and the combined organic extracts are washed with water and then with brine. After the desiccant is dried and filtered off, and after the solvent is spun in, the residue is chromatographed on silica gel (mobile solvent ethyl acetate/hexane). 4.16 g (90.6%) of the desired compound is isolated.

후처리

  1. temperaturerefluxed for four hours
  2. customThe ethanol is drawn off in a rotary evaporator
  3. additionthe residue is carefully mixed with saturated sodium bicarbonate solution until a pH of 9
  4. extractionIt is extracted twice with 100 ml each of ethyl acetate
  5. washthe combined organic extracts are washed with water
  6. customAfter the desiccant is dried
  7. filtrationfiltered off
  8. customis chromatographed on silica gel (mobile solvent ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-9bb8ac77ffb64b6f9d51e83e80f56bf5
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638515B2

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