Acetic Acid → HCID 13066676, compound

2-[2-Methoxy-3-(o-tolyloxy)phenyl]acetonitrile (43.0 g) was added to a mixture of acetic acid (200 ml) and conc. hydrochloric acid (50 ml), and the mixture ws refluxed under heating for 5 hrs. The reaction mixture was evaporated, and water was added to the residue and extracted with diethyl ether. The extract was washed with water and extracted with aqueous sodium bicarbonate. The aqueous extract was washed with diethyl ether, acidified with conc. hydrochloric acid and then extracted with diethyl ether. The ether extract was dried over magnesium sulfate and evaporated. The crystalline residue (37.50 g) was recrystallized from a mixture of diisopropyl ether and n-hexane to give 2-[2-methoxy-3-(o-tolyloxy)phenyl]acetic acid (34.5 g). mp 90°-92° C.

1. temperaturethe mixture ws refluxed
2. temperatureunder heating for 5 hrs
3. customThe reaction mixture was evaporated
4. additionwater was added to the residue
5. extractionextracted with diethyl ether
6. washThe extract was washed with water
7. extractionextracted with aqueous sodium bicarbonate
8. extractionThe aqueous extract
9. washwas washed with diethyl ether
10. extractionextracted with diethyl ether
11. extractionThe ether extract
12. dry with materialwas dried over magnesium sulfate
13. customevaporated
14. customThe crystalline residue (37.50 g) was recrystallized from a mixture of diisopropyl ether and n-hexane

ORD record

ord-de82f9b4445b4e619b205e65c3c3287a

Source dataset

uspto-grants-1983_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04367238