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

HRID 578604

反応式

HRID 578604 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-10 °C

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-b3894a2cf5fc47afa0d00ce4fbf00472
出典データセット
uspto-grants-2015_05
特許番号
US09040174B2

関連ノート

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