Triethylsilane → N-[5-Chloro-4-(2-chloro-ethyl)-2-methyl-phenyl]-acetamide

HRID 2211907

反応式

HRID 2211907 の反応式
[Cl:1][C:2]1[C:3]([C:13](=O)[CH2:14][Cl:15])=[CH:4][C:5]([CH3:12])=[C:6]([NH:8][C:9](=[O:11])[CH3:10])[CH:7]=1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[Cl:1][C:2]1[C:3]([CH2:13][CH2:14][Cl:15])=[CH:4][C:5]([CH3:12])=[C:6]([NH:8][C:9](=[O:11])[CH3:10])[CH:7]=1

参加物

4

反応物 2

HCID 12052TriethylsilaneHCID 21963317N-[5-Chloro-4-(2-chloro-acetyl)-2-methyl-phenyl]-acetamide

生成物 1

HCID 21963171N-[5-Chloro-4-(2-chloro-ethyl)-2-methyl-phenyl]-acetamide収率 88.2%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
60 °C

実験手順

To a solution of N-[5-Chloro-4-(2-chloro-acetyl)-2-methyl-phenyl]-acetamide (10 g, 38.44 mmol) in trifluoroacetic acid (100 mL) at <20° C. was added portionwise, triethylsilane (15.35 mL, 96.1 mmol). The reaction was heated to 60° C. and stirred overnight. The reaction was cooled to rt and poured over ice/H2O and stirred for 30 min as a grey precipitate formed. The precipitate was collected by filtration and dried in vacuo overnight to give desired product (8.35 g, 33.92 mmol). Yield=88%; MS (APCI): 246 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 7.89 (s, 1H), 7.05 (s, 1H), 6.93 (bs, 1H, NH), 3.69 (t, J=7.26 Hz, 2H), 3.10 (t, J=7.26 Hz, 2H), 2.20 (d, J=4.48 Hz, 3H).

後処理

  1. temperatureThe reaction was cooled to rt
  2. stirringstirred for 30 min as a grey precipitate
  3. customformed
  4. filtrationThe precipitate was collected by filtration
  5. customdried in vacuo overnight

出典と根拠

ORDレコード
ord-731ee461f91146d2852063712cd16c60
出典データセット
uspto-grants-2006_09
特許番号
US07101886B2

関連ノート

読み込み中…