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

HRID 1519599ノート

反応式

HRID 1519599 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-e6da56c1e0494bd09f771de800ef92c3
出典データセット
uspto-grants-2015_07
特許番号
US09073882B2

反応ノート

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