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

HRID 388377노트

반응식

HRID 388377 반응식
[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]

참가 물질

4

반응물 2

HCID 33557Sodium Azide2회HCID 866581605-(3,5-Dichloro-phenyl)-3-(4-fluoro-naphthalen-1-yl)-5-trifluoromethyl-4,5-dihydro-isoxazole

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0c941a55257c4888af9ed0e59ee787b2
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377942B2

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