N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine → 1,3,4,5-Tetrahydro-2H-1-benzazepin-2-one

HRID 495984

반응식

HRID 495984 반응식
[C:1]1(=[N:11]O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.C(=O)(O)[O-:14].[Na+]>O>[NH:11]1[C:6](=[O:14])[CH2:7][CH2:8][CH2:9][C:10]2[CH:5]=[CH:4][CH:3]=[CH:2][C:1]1=2

참가 물질

4

반응물 2

HCID 76876N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamineHCID 516892Sodium Bicarbonate

생성물 1

HCID 2485801,3,4,5-Tetrahydro-2H-1-benzazepin-2-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1.0 g (6.2 mmole) of 1-tetralone oxime and 10 g polyphosphoric acid was heated at 105° for 1 hr. The warm mixture was poured into 100 mL water with stirring. The pH was carefully adjusted to 6-7 by addition of solid sodium bicarbonate and the mixture was extracted with 60 mL ethyl ether. The organic phase was washed with 10 mL saturated sodium chloride, dried (MgSO4) and concentrated under reduced pressure. The residue was recrystallized from ether/hexane to give 1,3,4,5-Tetrahydro-benzo[b]azepin-2-one, 0.682 g, m.p. 141-142°.

후처리

  1. temperaturewas heated at 105° for 1 hr
  2. extractionthe mixture was extracted with 60 mL ethyl ether
  3. washThe organic phase was washed with 10 mL saturated sodium chloride
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was recrystallized from ether/hexane

출처 및 근거

ORD 기록
ord-cee0c90f4ab4418986240b79f2d20fb3
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06943169B2

연결된 노트

불러오는 중…