4-(2,3-Dihydroxypropyl)-2-fluorobenzonitrile → 2-Fluoro-4-(2-oxoethyl)benzonitrile

HRID 1519599노트

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HRID 1519599 반응식
[OH:1][CH:2](CO)[CH2:3][C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([F:12])[CH:5]=1>CO.O>[F:12][C:6]1[CH:5]=[C:4]([CH2:3][CH:2]=[O:1])[CH:11]=[CH:10][C:7]=1[C:8]#[N:9]

참가 물질

4

반응물 1

HCID 675132414-(2,3-Dihydroxypropyl)-2-fluorobenzonitrile

생성물 1

HCID 866944782-Fluoro-4-(2-oxoethyl)benzonitrile

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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온도
0 °C

실험 절차

A solution of 4-(2,3-dihydroxypropyl)-2-fluorobenzonitrile (500 mg, 2.6 mmol) in 10 mL of methanol and 3 mL of water was cooled to 0° C. by ice bath, then NaIO4 (820 mg, 3.8 mmol) was added and the mixture was stirred at 0° C. for two hours. The reaction was monitored according to TLC. The mixture was filtered and concentrated. The residue was dissolved in DCM, dried over anhydrous sodium sulfate, and then purified by flash column chromatography to give 2-fluoro-4-(2-oxoethyl)benzonitrile. MS m/z: 164 (M+1)+.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in DCM
  4. dry with materialdried over anhydrous sodium sulfate
  5. custompurified by flash column chromatography

출처 및 근거

ORD 기록
ord-e6da56c1e0494bd09f771de800ef92c3
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073882B2

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