1-Tetralone → N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine

HRID 351573

반응식

HRID 351573 반응식
[CH2:1]1[CH2:11][C:9](=O)[C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:2]1.Cl.[NH2:13][OH:14]>CO>[C:9]1(=[N:13][OH:14])[C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:2][CH2:1][CH2:11]1

참가 물질

4

반응물 2

HCID 107241-TetraloneHCID 443297Hydroxyamine hydrochloride

생성물 1

HCID 76876N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine수율 63.9%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
22 °C

실험 절차

To a solution of α-tetralone (100.0 g, 0.68 mol) in 300 mL of methanol was added hydroxylamine hydrochloride (71.0 g, 1.03 mol) and the resulting solution was stirred at reflux for 2 hours. The mixture was allowed to cool to 20-24° C. and was concentrated under reduced pressure. The resulting mixture was diluted with 1 L of water and extracted with dichloromethane. The organic layer was washed with saturated aqueous sodium chloride, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was crystallized from isopropanol to provide 70.0 g (63%) of the desired compound as an off-white solid.

후처리

  1. temperatureat reflux for 2 hours
  2. concentrationwas concentrated under reduced pressure
  3. additionThe resulting mixture was diluted with 1 L of water
  4. extractionextracted with dichloromethane
  5. washThe organic layer was washed with saturated aqueous sodium chloride
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was crystallized from isopropanol

출처 및 근거

ORD 기록
ord-54e1e56f3d4d41a199e6f95cff67b043
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743785B2

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