6-Amino-1,2,3,4-tetrahydronaphthalen-1-one → 6-Amino-3,4-dihydro-2H-naphthalen-1-one oxime

HRID 1686893노트

반응식

HRID 1686893 반응식
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=O)[CH2:7][CH2:6][CH2:5]2.Cl.[NH2:14][OH:15].C([O-])(=O)C.[Na+]>C(O)C.O>[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[N:14][OH:15])[CH2:7][CH2:6][CH2:5]2

참가 물질

6

반응물 3

HCID 3395376-Amino-1,2,3,4-tetrahydronaphthalen-1-oneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

생성물 1

HCID 766439426-Amino-3,4-dihydro-2H-naphthalen-1-one oxime수율 83%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

6-Aminotetralone (1.98 g, 12.3 mmol), hydroxylamine hydrochloride (0.85 g, 12.3 mmol), sodium acetate (2.52 g, 30.7 mmol), and water (3.3 ml) were dissolved in ethanol (10 ml), and the mixture was heated to reflux 4 hours. After cooling to room temperature, the mixture was diluted with water (20 ml), and the resulting precipitate was filtered to obtain 6-Amino-3,4-dihydro-2H-naphthalen-1-one oxime as a light brown solid, 1.80 g. (83% yield) 1H NMR (400 MHz, DMSO-d6) δ 10.41 (s, 1H), 7.48-7.53 (m, 1H), 6.36-6.40 (m, 1H), 6.27 (s, 1H), 5.20 (s, 2H), 2.44-2.53 (m, 4H), 1.60-1.69 (m, 2H); MS (m/e) 177 (M+1).

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux 4 hours
  3. filtrationthe resulting precipitate was filtered

출처 및 근거

ORD 기록
ord-a985e029e70549b2a98e3b135428e095
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148391B2

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