Nitromethane → Furan, 2-[(1E)-2-nitroethenyl]-

Temperature

0 °C

To a 20% potassium hydroxide solution (25 mL) at 0° C. was added nitromethane (2.7 mL, 50 mmol) over 5 min followed by the slow addition via syringe pump of 2-furaldehyde (4.1 mL, 50 mM). The resulting brown solution was stirred vigorously for an additional 10 min at 0° C. then poured into an ice cold 50% HCl solution. The precipitate was collected via filtration, thoroughly washed with water, taken up in MeOH, solvents removed under reduced pressure, taken up in CHCl3 and filtered to remove any material that did not dissolve to give 2-(2-nitrovinyl)furan (10% yield).

1. filtrationThe precipitate was collected via filtration
2. washthoroughly washed with water
3. customsolvents removed under reduced pressure
4. filtrationfiltered
5. customto remove any material that
6. dissolutiondid not dissolve

ORD record

ord-088cf160e7664f7d82afaedb2ed08b00

Source dataset

uspto-grants-2006_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07037916B2