Methanol → 6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester

HRID 750118노트

반응식

HRID 750118 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6]([C:13]([OH:15])=[O:14])=[C:5]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.S(=O)(=O)(O)O.[CH3:27]O>>[CH3:27][O:14][C:13]([C:6]1[NH:7][C:8](=[O:12])[C:9]2[C:4]([C:5]=1[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[CH:3][C:2]([Br:1])=[CH:11][CH:10]=2)=[O:15]

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 230608236-Bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid

생성물 1

HCID 691573826-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester

실험 절차

To the obtained 6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid were added methanol (400 ml) solution and sulfuric acid (40 ml) and the mixture was refluxed for 20 hrs. The reaction mixture was concentrated, and the residue was neutralized with aqueous potassium carbonate solution and extracted with chloroform. The organic layer was washed with water and brine, dried over sodium sulfate and concentrated to give the title compound (6.51 g) as colorless crystals.

후처리

  1. temperaturethe mixture was refluxed for 20 hrs
  2. concentrationThe reaction mixture was concentrated
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6fa710412b40484b9fba0c92c3e23da3
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07402595B2

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