3-Chloropropionyl chloride → HCID 69450020、化合物

HRID 851955

反応式

HRID 851955 の反応式
[Cl:1][CH2:2][CH2:3][C:4](Cl)=[O:5].[Al+3].[Cl-].[Cl-].[Cl-].[CH3:11][C:12]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=1[O:19][CH3:20]>C(Cl)Cl>[Cl:1][CH2:2][CH2:3][C:4]([C:16]1[CH:15]=[CH:14][C:13]([O:19][CH3:20])=[C:12]([CH3:11])[C:17]=1[CH3:18])=[O:5]

参加物

5

反応物 3

HCID 693643-Chloropropionyl chlorideHCID 762692,3-DimethylanisoleHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 69450020HCID 69450020、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

3-Chloropropionyl chloride (12.70 g, 100 mmol) is slowly added to a suspension of AlCl3 (16.0 g, 120 mmol) in CH2Cl2 (200 mL) at 0° C. under N2. Next, 2,3-dimethylanisole (13.62 g, 100 mmol) is slowly added at 0° C. The resulting yellow solution is stirred at 0° C. for 30 min, and then quenched by the addition of ice-cold 1.0 N HCl (200 mL) (the first several mL are added very slowly). The resulting mixture is stirred at room temperature for 20 min and then extracted with CH2Cl2. The extract is washed again with water (100 mL) and brine (100 mL), dried over Na2SO4, and concentrated in vacuo to a yield white solid. 1H NMR (CDCl3, 400 MHz): 7.50 (d, J=8.6 Hz, 1H), 6.74 (d, J=8.6 Hz, 1H), 3.90 (t, J=6.8 Hz, 2H), 3.87 (s, 3H), 3.34 (t, J=6.8 Hz, 2H), 2.41 (s, 3H), 2.18 (s, 3H).

後処理

  1. customquenched by the addition of ice-cold 1.0 N HCl (200 mL) (the first several mL
  2. additionare added very slowly)
  3. stirringThe resulting mixture is stirred at room temperature for 20 min
  4. extractionextracted with CH2Cl2
  5. washThe extract is washed again with water (100 mL) and brine (100 mL)
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo to a yield white solid

出典と根拠

ORDレコード
ord-8491993f113647dc85de8d740b553350
出典データセット
uspto-grants-2007_08
特許番号
US07253168B2

関連ノート

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