반응 #169603

반응 방정식

water

3-Quinuclidinone hydrochloride

Potassium hydroxide

3-Pyridinecarboxaldehyde

→

yellow solid

수율 82.0%

2-((3-Pyridinyl)methylene)-1-azabicyclo[2.2.2]octan-3-one

수율 82.0%

용매

methanol

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture stirred for 16 h at ambient temperature
2. 2
   workup.WAITThe reaction mixture became yellow during this period, with solids
3. 3
   workup.DISSOLUTIONWhen the solids dissolved
4. 4
   온도the mixture was cooled at 4° C. overnight
5. 5
   여과The crystals were collected by filtration
6. 6
   세척washed with water, and air
7. 7
   기타dried

실험 절차

Potassium hydroxide (56 g, 0.54 mole) was dissolved in methanol (420 mL). 3-Quinuclidinone hydrochloride (75 g, 0.49 mole) was added and the mixture was stirred for 30 min at ambient temperature. 3-Pyridinecarboxaldehyde (58 g, 0.54 mole) was added and the mixture stirred for 16 h at ambient temperature. The reaction mixture became yellow during this period, with solids caking on the walls of the flask. The solids were scraped from the walls and the chunks broken up. With rapid stirring, water (390 mL) was added. When the solids dissolved, the mixture was cooled at 4° C. overnight. The crystals were collected by filtration, washed with water, and air dried to obtain 80 g of yellow solid. A second crop (8 g) was obtained by concentration of the filtrate to ˜10% of its former volume and cooling at 4° C. overnight. Both crops were sufficiently pure for further transformation (88 g, 82% yield).

출처