Hydrochloric Acid → 2-Phenyl-1,2,2a,3,4,5-hexahydrobenz[cd]indol-5-one

HRID 1637256노트

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HRID 1637256 반응식
C([N:9]1[C:17]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:18](=[O:21])[CH2:19][CH2:20][CH:11]([C:12]=23)[CH:10]1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=O)C1C=CC=CC=1.Cl.C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[C:22]1([CH:10]2[CH:11]3[CH2:20][CH2:19][C:18](=[O:21])[C:13]4[C:12]3=[C:17]([CH:16]=[CH:15][CH:14]=4)[NH:9]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 193483011-Benzoyl-2-phenyl-1,2,2a,3,4,5-hexahydrobenz[cd]indol-5-one

생성물 1

HCID 193482872-Phenyl-1,2,2a,3,4,5-hexahydrobenz[cd]indol-5-one수율 111.1%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A portion (4.25 g) of the compound obtained in Example 1 was dissolved in ethanol (40 ml). To the solution was added conc. hydrochloric acid (40 ml) and the resulting mixture was heated to reflux for 2 hours. After allowing to cool, the mixture was diluted with water, adjusted to pH 9 with potassium carbonate and extracted three times with ethyl acetate. The organic layers were combined, washed with saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure and the residue was crystallized from an ether/hexane mixed solvent to yield 3.33 g (92%) of the titled compound as crystals.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for 2 hours
  3. temperatureto cool
  4. extractionextracted three times with ethyl acetate
  5. washwashed with saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThen, the solvent was distilled off under reduced pressure
  8. customthe residue was crystallized from an ether/hexane mixed solvent

출처 및 근거

ORD 기록
ord-0fe79847ea854760944a0e9f26b3988d
출처 데이터셋
uspto-grants-2000_03
특허 번호
US06040331

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