Water → 5,5-dimethyl-5H-indeno[1,2-b]pyridine

HRID 578604

반응식

HRID 578604 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2CC3[C:13]([C:2]=12)=[CH:12][CH:11]=[CH:10][CH:9]=3.[CH3:14][C:15]([CH3:18])([O-])[CH3:16].[K+].IC.O>O1CCCC1>[CH3:14][C:15]1([CH3:18])[C:3]2[C:2](=[N:1][CH:6]=[CH:5][CH:4]=2)[C:13]2[C:16]1=[CH:9][CH:10]=[CH:11][CH:12]=2

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 92054-AzafluoreneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 578727185,5-dimethyl-5H-indeno[1,2-b]pyridine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-10 °C

실험 절차

13.5 g (80.7 mmol) of 5H-indeno[1,2-b]pyridine was dissolved in 120 ml dry tetrahydrofuran, and 22.7 g (202 mmol) of potassium tert-butoxide was added to the solution at −10° C. The reaction mixture was maintained at −10° C. for 1 hour. Then the iodomethane 28.7 g (202 mmol) was added dropwise; the solution was then warmed slowly to room temperature and stirred for 6 h. After the reaction completion, water was added to the mixture to terminate the reaction. The reaction mixture was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was evaporated in vacuo, and the residue was crystallized with toluene to give the 5,5-dimethyl-5H-indeno[1,2-b]pyridine, 13.5 g (86%)

후처리

  1. temperaturethe solution was then warmed slowly to room temperature
  2. customto terminate
  3. customthe reaction
  4. extractionThe reaction mixture was extracted with ethyl acetate and water
  5. dry with materialdried with anhydrous magnesium sulfate
  6. customthe solvent was evaporated in vacuo
  7. customthe residue was crystallized with toluene

출처 및 근거

ORD 기록
ord-b3894a2cf5fc47afa0d00ce4fbf00472
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040174B2

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