Water → 2-(4-Cyanophenoxy)-1-methylethylamine

HRID 926

反応式

HRID 926 の反応式
[NH2:1][CH:2]([CH3:5])[CH2:3][OH:4].[H-].[Na+].Br[C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1.O>CN(C)C=O>[C:13]([C:12]1[CH:15]=[CH:16][C:9]([O:4][CH2:3][CH:2]([NH2:1])[CH3:5])=[CH:10][CH:11]=1)#[N:14]

参加物

6

反応物 4

HCID 962WaterHCID 51262-AminopropanolHCID 12162Benzonitrile, 4-bromo-HCID 24758Sodium hydride

生成物 1

HCID 189727992-(4-Cyanophenoxy)-1-methylethylamine収率 41%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

50.0 g of 2-amino-1-propanol was added dropwise to a stirred mixture of 29.3 g of 60% sodium hydride and 300 mL of dimethylformamide at 0° C. After the reaction mixture was stirred for 30 minutes at 0° C. a solution containing 121.2 g of 4-bromobenzonitrile dissolved in N,N-dimethylformamide was added dropwise to the reaction mixture. The resultant mixture was stirred for 20 hours at room temperature. After completion of the reaction, the resultant mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The ethyl acetate was removed under reduced pressure. The residue was distilled under reduced pressure to obtain 48.0 g of the desired product (yield 41%). Boiling point: 132° C./0.26 mmHg.

後処理

  1. additionwas added dropwise to the reaction mixture
  2. customAfter completion of the reaction
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe ethyl acetate was removed under reduced pressure
  7. distillationThe residue was distilled under reduced pressure

出典と根拠

ORDレコード
ord-c11fa99e3841426fba61a399ec0730d1
出典データセット
uspto-grants-1998_03
特許番号
US05723469

関連ノート

読み込み中…