Sodium Azide → 3-(4-Azido-naphthalen-1-yl)-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole

HRID 388377ノート

反応式

HRID 388377 の反応式
[N-:1]=[N+:2]=[N-:3].[Na+].[Cl:5][C:6]1[CH:7]=[C:8]([C:13]2([C:29]([F:32])([F:31])[F:30])[O:17][N:16]=[C:15]([C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[C:21](F)=[CH:20][CH:19]=3)[CH2:14]2)[CH:9]=[C:10]([Cl:12])[CH:11]=1>CN(C=O)C>[N:1]([C:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:18]([C:15]2[CH2:14][C:13]([C:8]3[CH:7]=[C:6]([Cl:5])[CH:11]=[C:10]([Cl:12])[CH:9]=3)([C:29]([F:32])([F:30])[F:31])[O:17][N:16]=2)=[CH:19][CH:20]=1)=[N+:2]=[N-:3]

参加物

4

反応物 2

HCID 33557Sodium Azide2 回HCID 866581605-(3,5-Dichloro-phenyl)-3-(4-fluoro-naphthalen-1-yl)-5-trifluoromethyl-4,5-dihydro-isoxazole

生成物 1

HCID 866581613-(4-Azido-naphthalen-1-yl)-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

Sodium azide (3.3 g) is added to a solution of 5-(3,5-dichloro-phenyl)-3-(4-fluoro-naphthalen-1-yl)-5-trifluoromethyl-4,5-dihydro-isoxazole (10.7 g) in DMF (50 ml). After 20 hours at 80° C. another portion of sodium azide is added (3.3 g) and the reaction mixture is stirred for 20 hours at 80° C. The solution is cooled to room temperature and the volume concentrated to 10 ml in vacuo. Water and ethyl acetate are added and the precipitate is collected after filtration to yield 3-(4-azido-naphthalen-1-yl)-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole as a beige solid: 183-185° C.

後処理

  1. temperatureThe solution is cooled to room temperature
  2. concentrationthe volume concentrated to 10 ml in vacuo
  3. additionWater and ethyl acetate are added
  4. customthe precipitate is collected
  5. filtrationafter filtration

出典と根拠

ORDレコード
ord-0c941a55257c4888af9ed0e59ee787b2
出典データセット
uspto-grants-2013_02
特許番号
US08377942B2

反応ノート

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