Sodium Hydroxide → HCID 131713330, Verbindung

A warm solution of 1.5 gm. (0.01 mole) of 6-chloro-o-tolualdehyde in 15 ml. of ethanol was stirred into a solution of 1.1 gm. (0.010 equiv.) of carboxymethoxylamine hemihydrochloride and 1.3 gm. (0.016 equivs.) of anhyd. sodium acetate in 15 ml. water. After heating a half hour on the steam bath, the reaction mixture was cooled and adjusted to pH 8 with 5% aqueous sodium hydroxide. The mixture was extracted with ether, and the ether extract was discarded. The alkaline-aqueous phase was then adjusted to pH 5 with hydrochloric acid and was evaporated to 25 ml. volume. It was then acidified to pH 1.5-2.0 with cooling in ice bath. The solid was removed by filtration, was washed with cold water, and was dried in air to obtain 1.5 gm. (68%) of crude product melting at 121°-6° C. Recrystallization from aqueous-ethanol yielded 1.4 gm. of product melting at 124°-7° C. (dried at 65° C. in vacuo).

1. temperatureAfter heating a half hour on the steam bath
2. temperaturethe reaction mixture was cooled
3. extractionThe mixture was extracted with ether
4. extractionthe ether extract
5. customwas evaporated to 25 ml
6. temperaturewith cooling in ice bath
7. customThe solid was removed by filtration
8. washwas washed with cold water
9. customwas dried in air
10. customto obtain 1.5 gm
11. customRecrystallization from aqueous-ethanol
12. customyielded 1.4 gm

ORD-Eintrag

ord-e2165db2e5a04fea8e6ae898656d965b

Quelldatensatz

uspto-grants-1983_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04423241