Dimethyl Sulfoxide → HCID 59455075、化合物

HRID 1401432ノート

反応式

HRID 1401432 の反応式
CS(C)=O.[H-].[Na+].[I-].C[S+](C)C.[F:12][C:13]1[CH:18]=[CH:17][C:16](C(=O)C)=[CH:15][CH:14]=1.[CH2:22]1[CH2:26][O:25][CH2:24][CH2:23]1>>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:24]2([CH3:23])[CH:26]([CH3:22])[O:25]2)=[CH:15][CH:14]=1

参加物

6

反応物 5

HCID 679Dimethyl SulfoxideHCID 8028Tetrahydrofuran2 回HCID 98284'-FluoroacetophenoneHCID 24758Sodium hydrideHCID 75127Trimethylsulfonium iodide

生成物 1

HCID 59455075HCID 59455075、化合物

反応条件

温度
65 °C

実験手順

DMSO is added to NaH (1-1.8 equiv.) and heated to 65° C. for 1 h. THF is added at the same temperature and heated for another 10 min. After 10 min., the reaction mixture is cooled to 0° C. Trimethylsulfonium iodide (1-1.2 equiv.) is added and the contents stirred for 10 min. after which the solution of 1-(4-fluorophenyl)ethanone (1 equiv.) in THF is added dropwise. After complete addition, the reaction mixture is stirred at RT for 2 h; the reaction is monitored by LCMS. After completion, the reaction mixture was poured in ice water, extracted in diethyl ether, dried over sodium sulfate and concentrated at 25° C. to get the crude product.

後処理

  1. temperatureheated for another 10 min
  2. temperaturethe reaction mixture is cooled to 0° C
  3. additionis added dropwise
  4. additionAfter complete addition
  5. extractionextracted in diethyl ether
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated at 25° C.

出典と根拠

ORDレコード
ord-8cfa043bdb24424b99a334ef7a044128
出典データセット
uspto-grants-2014_12
特許番号
US08907097B2

反応ノート

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