Methylamine → HCID 10219684, compound

Temperature

100 °C

The 3-chloro-1-(2-methyl(3-pyridyloxy))propane (2.00 g, 10.8 mmol) was dissolved in methanol (25 mL) and added to a 40 wt % aqueous solution of methylamine (50 mL) in a heavy-walled glass pressure-tube apparatus. The tube was sealed and the mixture was stirred and heated at 100° C. (oil bath temperature) for 4 h. After cooling, the mixture was concentrated by rotary evaporation. Saturated NaCl solution (25 mL) was added to the residue. The pH of the solution was adjusted to 6, and the mixture was extracted with ether (3×25 mL) to remove impurities. The aqueous layer was basified to pH 10 with 10% NaOH solution and extracted with chloroform (4×50 mL). The combined chloroform extracts were dried (Na2SO4), filtered, and concentrated to give 1.19 g (61.0%) of an oil.

1. customThe tube was sealed
2. temperatureAfter cooling
3. concentrationthe mixture was concentrated by rotary evaporation
4. additionSaturated NaCl solution (25 mL) was added to the residue
5. extractionthe mixture was extracted with ether (3×25 mL)
6. customto remove impurities
7. extractionextracted with chloroform (4×50 mL)
8. dry with materialThe combined chloroform extracts were dried (Na2SO4)
9. filtrationfiltered
10. concentrationconcentrated

ORD record

ord-a684191c4c624ac0aa51e81e4ac0d4dd

Source dataset

uspto-grants-2003_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06627648B1