Hydrochloric Acid → 6,7-Dihydro-2H-benzo[6,7]cyclohepta[cd]indazole-8-carboxylic acid

HRID 132994노트

반응식

HRID 132994 반응식
[N:1]1[NH:2][C:3]2[CH:4]=[CH:5][CH:6]=[C:7]3[CH2:13][CH2:12][C:11]4=[C:14]([CH:18]=[O:19])[CH:15]=[CH:16][CH:17]=[C:10]4[C:9]=1[C:8]=23.P([O-])(O)(O)=[O:21].[Na+].Cl[O-].[Na+].Cl>CS(C)=O.O>[N:1]1[NH:2][C:3]2[CH:4]=[CH:5][CH:6]=[C:7]3[CH2:13][CH2:12][C:11]4=[C:14]([C:18]([OH:21])=[O:19])[CH:15]=[CH:16][CH:17]=[C:10]4[C:9]=1[C:8]=23

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 102145986,7-Dihydro-2H-benzo[6,7]cyclohepta[cd]indazole-8-carboxaldehydeHCID 23665760Sodium HypochloriteHCID 23672064Monosodium phosphate

생성물 1

HCID 102146696,7-Dihydro-2H-benzo[6,7]cyclohepta[cd]indazole-8-carboxylic acid수율 93.9%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매2회

실험 절차

85 mg of 6,7-dihydro-2H-benzo[6,7]cyclohepta[cd]indazole-8-carboxaldehyde prepared in Example 2 was dissolved in 8 ml of dimethyl sulfoxide. To the reaction mixture was added a solution of 0.75 g of sodium dihydrogenphosphate in 4 ml water. Further, a solution of 0.25 g of sodium hypochlorite in 1 ml water was added dropwise at room temperature, followed by stirring for 0.5 hour. To the reaction mixture was added 0.01 N hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane=1:1), to give 85 mg of the title compound as a colorless powder.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. customThe residue was purified
  6. customseparated by silica gel column chromatography (ethyl acetate:hexane=1:1)

출처 및 근거

ORD 기록
ord-5582d8cff1624cd699e9d42af041967f
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390797B2

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