Triethylamine → HCID 86657769, compound

Temperature

60 °C

To a solution of 3-(2,4,6-trichloro-phenyl)-propionaldehyde (0.45 g, 1.8 mmol) in methanol (5 ml), triethylamine (0.4 ml, 2.8 mmol) followed by O-methylhydroxylamine-hydrochloride (0.24 g, 2.8 mmol) was added and the mixture was heated at 60° C. for 2 hours. When the TLC confirmed the completion of the reaction, the reaction mass was allowed to attain ambient temperature and quenched with water and methanol was removed with a rotavapor. The resulting aqueous solution was extracted with ethyl acetate (3×30 ml). The combined ethyl acetate layers were washed with water and dried over sodium sulfate before complete evaporation of the solvents to give the crude mass. The resulting crude mass was purified over column chromatography (silica gel 60-120 mesh, 1% ethyl acetate in hexane) to afford 3-(2,4,6-trichloro-phenyl)-propionaldehyde O-methyl-oxime (0.5 g, 80%)

1. additionwas added
2. customthe completion of the reaction
3. customto attain ambient temperature
4. customquenched with water and methanol
5. customwas removed with a rotavapor
6. extractionThe resulting aqueous solution was extracted with ethyl acetate (3×30 ml)
7. washThe combined ethyl acetate layers were washed with water
8. dry with materialdried over sodium sulfate before complete evaporation of the solvents
9. customto give the crude mass
10. customThe resulting crude mass was purified over column chromatography (silica gel 60-120 mesh, 1% ethyl acetate in hexane)

ORD record

ord-2a922ae5cf3b4d83a702e0cc01ad2fb7

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08258169B2