2-methylidene-1-azabicyclo[2.2.2]octan-3-one synthesis
- Product Name:2-methylidene-1-azabicyclo[2.2.2]octan-3-one
- CAS Number:5291-26-9
- Molecular formula:C8H11NO
- Molecular Weight:137.18
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Yield: 100%
Reaction Conditions:
with potassium carbonate in dichloromethane;water for 72 h;
Steps:
A mixture of 2-methylene-3-quinuclidinone dihydrate hydrochloride (27.18 g, 0.1296 mol, 1 eq) and K2CO3 (86.0 g, 0.6213 mol, 4.8 eq) is dissolved in 130 mL water and 250 mL CH2Cl2 and stirred vigorously. After 3 days, the layers are separated and the aqueous layer is extracted with CH2Cl2. The combined organic layers are dried (MgSO4), filtered and concentrated to give 17.8 g (100%) of 2-methylenequinuclidin-3-one as a yellow oil. MS (ESI) for C8H11NO m/z 138.1 (M+).
References:
Walker, Daniel Patrick;Piotrowski, David W.;Jacobsen, Eric Jon;Acker, Brad A.;Groppi JR., Vincent E. US2003/232853, 2003, A1 Location in patent:Page 28
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