Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → (2S)-2',4'-difluoro-2-hydroxypropiophenone

HRID 1654189노트

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HRID 1654189 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:19])[C@@H:10]([O:12]C1CCCCO1)[CH3:11].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:19])[C@@H:10]([OH:12])[CH3:11]

참가 물질

4

반응물 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 10265121(2S)-1-(2,4-Difluorophenyl)-2-((tetrahydro-2H-pyran-2-yl)oxy)propan-1-one

생성물 1

HCID 10986991(2S)-2',4'-difluoro-2-hydroxypropiophenone수율 61.1%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
55 °C

실험 절차

In ethanol (3 ml) was dissolved (2S)-2',4'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone (95 mg), to which was added pyridinium p-toluenesulfonate (21 mg), followed by stirring for one hour at 55° C. The solvent was distilled off under reduced pressure, and the residue was dissolved in ethyl acetate (20 ml), which was dried over anhydrous magnesium sulfate, followed by distilling off the solvent. The residue was purified by means of a silica gel chromatography (eluent, hexane:ethyl acetate=5:1) to give (2S)-2',4'-difluoro-2-hydroxypropiophenone (40 mg) as a pale yellow oily product.

후처리

  1. distillationThe solvent was distilled off under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (20 ml)
  3. dry with materialwhich was dried over anhydrous magnesium sulfate
  4. distillationby distilling off the solvent
  5. customThe residue was purified by means of a silica gel chromatography (eluent, hexane:ethyl acetate=5:1)

출처 및 근거

ORD 기록
ord-1fa21ef0d7f04c5c80985eaf1f3cca82
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05405861

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