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

HRID 1759308ノート

反応式

HRID 1759308 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c6f6fa0cc0df4f75b1e21cf4e0774a0c
出典データセット
uspto-grants-1982_07
特許番号
US04340595

反応ノート

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