Sulfuric Acid → 6-Hydroxy-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

HRID 1759308노트

반응식

HRID 1759308 반응식
C[O:2][C:3]1[C:8]2[CH2:9][CH2:10][CH2:11][C:12](=[O:14])[NH:13][C:7]=2[CH:6]=[CH:5][CH:4]=1.[Cl-].[NH+]1C=CC=CC=1.OS(O)(=O)=O>O>[OH:2][C:3]1[C:8]2[CH2:9][CH2:10][CH2:11][C:12](=[O:14])[NH:13][C:7]=2[CH:6]=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 69401Einecs 211-027-4HCID 99423616-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one

생성물 1

HCID 99422906-Hydroxy-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one수율 45.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3.8 g (0.02 mole) of 6-methoxy-2,3,4,5-tetra-hydro-1H-1-benzazepin-2-one and 10 g of pyridinium chloride are heated for 2 hours at 200°-220° C. The melt is cooled and poured into water, and the mixture is acidified with 2 N H2SO4 and extracted repeatedly with ether. The combined organic phases are dried and concentrated and the residue is recrystallized from an acetone/cyclohexane/ethyl acetate mixture in the presence of animal charcoal. 1.6 g of 6-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one, of melting point 243°-244° C., are obtained. This material is identical with the product obtained under Ia.

후처리

  1. temperatureThe melt is cooled
  2. extractionextracted repeatedly with ether
  3. customThe combined organic phases are dried
  4. concentrationconcentrated
  5. customthe residue is recrystallized from an acetone/cyclohexane/ethyl acetate mixture in the presence of animal charcoal

출처 및 근거

ORD 기록
ord-c6f6fa0cc0df4f75b1e21cf4e0774a0c
출처 데이터셋
uspto-grants-1982_07
특허 번호
US04340595

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