Imidazole → Ethyl 2-(4-fluorophenylcarbamoyl)-3-methylbut-2-enoate

HRID 2195540

反応式

HRID 2195540 の反応式
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[C:9](=[C:12]([C:18](OCC)=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14])([CH3:11])[CH3:10].N1C=CN=C1>CCOC(C)=O>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:18]([C:12](=[C:9]([CH3:10])[CH3:11])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:19])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 795ImidazoleHCID 97314-FluoroanilineHCID 81255Diethyl isopropylidenemalonate

生成物 1

HCID 66767015Ethyl 2-(4-fluorophenylcarbamoyl)-3-methylbut-2-enoate収率 39%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
200 °C

実験手順

To a solution of 4-fluoroaniline (2 g, 18 mmol) in diethyl isopropylidenemalonate (10 g, 50 mmol) is added 1H-imidazole (0.25 g, 3.67 mmol). The reaction mixture is stirred at 200° C. under N2 for 3 hours. After the reaction is cooled, silica gel is added. The mixture is loaded onto a silica gel column, and eluted first with PE and then PE:EtOAc (3:1) to give the product (1.85 g, 39% yield). MS (m/z): 266.1 (M+H).

後処理

  1. temperatureAfter the reaction is cooled
  2. additionsilica gel is added
  3. washeluted first with PE

出典と根拠

ORDレコード
ord-0a4be0a03ed347ea85f6f71b55a26d2c
出典データセット
uspto-grants-2012_12
特許番号
USRE043878E1

関連ノート

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