Hydroxyamine hydrochloride → 4-(5-Isoxazolyl)benzonitrile

HRID 1370073

반응식

HRID 1370073 반응식
Cl.NO.[C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:18])[CH:13]=[CH:14][N:15](C)C)=[CH:8][CH:7]=1)#[N:5]>CO.O>[O:18]1[C:12]([C:9]2[CH:10]=[CH:11][C:6]([C:4]#[N:5])=[CH:7][CH:8]=2)=[CH:13][CH:14]=[N:15]1

참가 물질

5

반응물 2

HCID 443297Hydroxyamine hydrochlorideHCID 28059521-(4-Cyanophenyl)3-dimethylaminopropen-1-one

생성물 1

HCID 185170264-(5-Isoxazolyl)benzonitrile수율 89.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Hydroxylamine hydrochloride (21.40 g, 308 mmol) was added to a suspension of 1-(4-cyanophenyl)-3-dimethylaminopropen-1-one (55.96 g, 280 mmol) in MeOH (450 ml) and the reaction stirred at room temperature for 24 h. The reaction was diluted with water (400 ml) and the resultant precipitate collected by filtration, washed with water (5×150 ml) and dried in vacuo to give 4-(5-isoxazolyl)-benzonitrile as a pale yellow solid (42.53 g) m.p. 148-149°. δH (CDCl3) 8.35 (1H, d, J 1.8 Hz), 7.91 (2H, d, J 8.3 Hz), 7.77, (2H, d, J 8.3 Hz), 6.66 (1H, d, J 1.8 Hz).

후처리

  1. filtrationthe resultant precipitate collected by filtration
  2. washwashed with water (5×150 ml)
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-e0bfba8e587149d98e74c6fc92d98298
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06579983B1

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