Methanol → HCID 86739159, compound

A mixture of 3.0 gm. (0.031 mole) of N,O-dimethylhydroxylamine hydrochloride and 60 ml. of methanol was cooled in ice bath; then 6.3 gm. (0.062 mole) of triethylamine was stirred in. A solution of 4.1 gm. (0.015 mole) of 2,6-dichlorobenzylideneaminooxyacetyl chloride in toluene was added dropwise and with cooling and stirring. After one hour more at ice-bath temperature the reaction mixture was allowed to stand overnight at room temperature; then evaporate to dryness under reduced pressure. The residue was ground under water, separated, extracted with methylene chloride and the extract was treated with decolorizing carbon, then filtered. The filtrate, evaporated to dryness under reduced pressure, gave 3.1 gm. (69.1%) of a solid melting at 62°-72° C. The melt was turbid, however, and the crude product was extracted with hot n-heptane. The hot extract was passed through a Florisil* column; evaporation of the solvent left product melting at 76°-78° C. (clear).

1. additionA mixture of 3.0 gm
2. temperaturewith cooling
3. waitto stand overnight at room temperature
4. customthen evaporate to dryness under reduced pressure
5. customseparated
6. extractionextracted with methylene chloride
7. additionthe extract was treated with decolorizing carbon
8. filtrationfiltered
9. customThe filtrate, evaporated to dryness under reduced pressure
10. customgave 3.1 gm
11. extractionhowever, and the crude product was extracted with hot n-heptane
12. extractionThe hot extract
13. customevaporation of the solvent
14. waitleft product melting at 76°-78° C. (clear)

ORD record

ord-1d0de808f1ec43ee8abc639a55d7acfd

Source dataset

uspto-grants-1983_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04423241