5-Morpholino-1-indanone
.
The synthesis was performed using standard Schlenk techniques under a nitrogen atmosphere. To a dried and nitrogen flushed glass microwave reaction vial was added 5-flouro-1-indanone (0.101 g, 0.67 mmol). The vial's atmosphere was cycled four times. Morpholine (2.0 mL, 0.023 mol, 3.47 equivs.) was added, The reaction was then sealed and heated to 100 oC for 20 hours under variable watt microwave heating. At the completion of the reaction the crude material was transferred to a 50 mL round bottom flask using 3.5 mL ethyl acetate. Silica and ethyl acetate (4.5 mL) were added to the flask and the solvent was removed under reduced pressure to yield a free flowing dry load. The crude product was then subjected to purification via flash chromatography (75 : 25 ethyl acetate : hexanes) to yield a red solid (144 mg, 98.7%).
1H NMR: (CDCl3)
δ ppm 2.59-2.62 (m, 2H), 3.01 (t, J=5.7 Hz, 2H), 3.30 (t, J=5.0 Hz,
4H), 3.83 (t, J=4.7 Hz, 4H), 6.78 (m, 6.78-6.79, 1H), 6.83-6.86 (m, 1H),
7.61 (d, J=8.8 Hz, 1H).
13C NMR: (CDCl3) δ ppm 25.8, 36.3, 47.6, 66.4, 109.7, 114.0, 124.9, 128.2, 155.8, 157.7, 204.9
GCMS EI [M+] Predicted: 217.2, Actual: 217
see
5-morpholino-1-indanone-1H.pdf
5-morpholino-1-indanone-13C.pdf
GCMS Data 5-morpholino-1-indanone.pdf
HELP TO INTERPRET USING RELATED
Dinges, J.; Albert, D.H.; Arnold, L.D.; Ashworth, K.L.; et al J. Med Chem. 2007, 50, 2011-2029
References
13C NMR: (CDCl3) δ ppm 25.8, 36.3, 47.6, 66.4, 109.7, 114.0, 124.9, 128.2, 155.8, 157.7, 204.9
GCMS EI [M+] Predicted: 217.2, Actual: 217
see
5-morpholino-1-indanone-1H.pdf
5-morpholino-1-indanone-13C.pdf
GCMS Data 5-morpholino-1-indanone.pdf
GCMS EI [M+] Predicted: 217.2, Actual: 217
HELP TO INTERPRET USING RELATED
MOLECULES.....U CAN LEARN
SOME OTHER INDANONES
SOME OTHER INDANONES
Chern, C.-Y.; Yek, Y.-L.; Chen, Y.-L.; Kan, W.-M. J. Chin. Chem. Soc. 2008, 55, 846–853.
The resonance assignment of 2-ethyl-1-indanone
References
Chern, C.-Y.; Yek, Y.-L.; Chen, Y.-L.; Kan, W.-M. J. Chin. Chem. Soc. 2008, 55, 846–853.
Dinges, J.; Albert, D.H.; Arnold, L.D.; Ashworth, K.L.; et al J. Med Chem. 2007, 50, 2011-2029