N-Methoxy-N-methylbenzamide → 1-Phenyl-2-(4-(methylthio)phenyl)ethanone

HRID 322042

反応式

HRID 322042 の反応式
CON(C)[C:4](=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:13][S:14][C:15]1[CH:23]=[CH:22][C:18]([CH2:19][Mg]Cl)=[CH:17][CH:16]=1>C1COCC1>[C:5]1([C:4](=[O:11])[CH2:19][C:18]2[CH:22]=[CH:23][C:15]([S:14][CH3:13])=[CH:16][CH:17]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

参加物

4

反応物 2

HCID 569575N-Methoxy-N-methylbenzamideHCID 178503173HCID 178503173、化合物

生成物 1

HCID 220095571-Phenyl-2-(4-(methylthio)phenyl)ethanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a cold (0° C.) solution ot N-methoxy-N-methylbenzamide (409 mg, 2.27 mmol) in THF (22mL) was added a THF solution (5.0 mL, 0.5 M) of 4-(methylthio)benzylmagnesium chloride (J.Org. Chem. 42, 1914, 1977). The mixture was stirred at 0° C. for 3 h, NH4OAc was added and the mixture was extracted with EtOAc. The EtOAc extracts were washed with brine, dried over MgSO4, filtered and concentrated to an oil. Chromatography of the oil on silica gel (eluted with 2.5% EtOAc/toluene) gave 501 mg of the title compound.

後処理

  1. extractionthe mixture was extracted with EtOAc
  2. washThe EtOAc extracts were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to an oil

出典と根拠

ORDレコード
ord-8a94cb206bb9497bb4c780716b1fd9b0
出典データセット
uspto-grants-2001_04
特許番号
US06211210B1

関連ノート

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