Hydroxyamine hydrochloride → 1-(2',4'-Dichloro-biphenyl-4-yl)-6-hydroxy-hexan-1-one oxime

HRID 227893노트

반응식

HRID 227893 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([C:15](=O)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21])=[CH:11][CH:10]=1.Cl.[NH2:24][OH:25].C([O-])(=O)C.[Na+]>C(O)C.O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([C:15](=[N:24][OH:25])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21])=[CH:11][CH:10]=1

참가 물질

6

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 248965951-(2',4'-Dichloro-biphenyl-4-yl)-6-hydroxy-hexan-1-one

생성물 1

HCID 744242121-(2',4'-Dichloro-biphenyl-4-yl)-6-hydroxy-hexan-1-one oxime

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

1-(2′,4′-Dichloro-biphenyl-4-yl)-6-hydroxy-hexan-1-one (400 mg) was dissolved in a mixture of ethanol (10 mL) and water (5 mL). Hydroxylamine hydrochloride (300 mg) and sodium acetate (350 mg) were added and the mixture refluxed for 5 hours. After cooling, the mixture was diluted with water and extracted with ethyl acetate. Evaporation and recrystallisation from ether/petrol gave the title compound as a white solid. 13C NMR (CDCl3): δ 25.9, 26.2, 26.2, 32.3, 62.8, 126.1, 127.3, 129.6, 129.8, 132.0, 133.2, 134.0, 135.2, 138.4, 139.1 and 159.3. 1H NMR (CDCl3): δ 1.45 (2H, m), 1.59 (4H, m), 2.80 (2H, m), 3.62 (2H, m), 7.26 (2H, m), 7.41 (2H, d, J=7.0 Hz), 7.47 (1H, m) and 7.64 (2H, d, J=7.0 Hz).

후처리

  1. temperaturethe mixture refluxed for 5 hours
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. customEvaporation and recrystallisation from ether/petrol

출처 및 근거

ORD 기록
ord-79dacc81815348a391fc0b688926d642
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560597B2

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