Methyl iodide → HCID 67310827, compound

1-(2-Methyl-2-nitropropyl)piperidine (10.8 g, 57.9 mmol) was placed into a 48 mL pressure tube. Absolute ethanol (8.5 mL, 6.8 M) and methyl iodide (18.0 mL, 5 equiv, 0.29 mol) was added to the pressure tube. A stir bar was added and the pressure tube sealed. The reaction was left to stir at room temperature for 3 days. A thick yellow suspension had formed. The suspension was filtered and the solid washed with DCM to give a white powdery solid. The mother liquor was concentrated to deep yellow mushy solid. This solid was washed with DCM to give a white powdery solid. The two solids were combined and dried under high vacuum to give a white powder (10.4 g, 60%). 1H NMR (D2O, 400 MHz): δ 1.54-1.64 (m, 1H), 1.72-1.78 (m, 1H), 1.87 (s, 6H), 1.86-2.01 (m, 4H), 3.10 (s, 3 H), 3.42-3.51 (m, 4H), 4.20 (s, 2H). LRMS (ESI+) for C10H21N2O2+ (201.2); Found: 201 (M+).

1. additionA stir bar was added
2. customthe pressure tube sealed
3. waitThe reaction was left
4. customA thick yellow suspension had formed
5. filtrationThe suspension was filtered
6. washthe solid washed with DCM
7. customto give a white powdery solid
8. concentrationThe mother liquor was concentrated to deep yellow mushy solid
9. washThis solid was washed with DCM
10. customto give a white powdery solid
11. customdried under high vacuum

ORD record

ord-a132eb18ccb14dc3a26aa80bb5329755

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08278482B2