Methanol → 3-Acetamido-2-methylphenyl Acetate

Under a nitrogen atmosphere, 10% Pd—C (1.0 g) was added to a solution of 3-nitro-o-cresol (10.0 g, 65.3 mmol) in methanol (200 ml) at room temperature, and catalytic reduction was carried out at ordinary temperature and atmospheric pressure. After completion of the reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. The resulting residue was dissolved in ethyl acetate, followed by adding thereto acetic anhydride (10.0 ml, 170 mmol) and pyridine (10.6 ml, 131 mmol), and the resulting mixture was refluxed for 2 hours. After completion of the reaction, the reaction mixture was concentrated and hexane was added thereto. The resulting suspension was filtered and the precipitate was dried under reduced pressure to obtain 3-(acetylamino)-2-methylphenyl acetate (12.7 g, 94%).

1. customAfter completion of the reaction
2. filtrationthe catalyst was filtered off
3. concentrationthe filtrate was concentrated under reduced pressure
4. dissolutionThe resulting residue was dissolved in ethyl acetate
5. additionby adding
6. customAfter completion of the reaction
7. concentrationthe reaction mixture was concentrated
8. additionhexane was added
9. filtrationThe resulting suspension was filtered
10. customthe precipitate was dried under reduced pressure

ORD record

ord-2ecc07ac5fd748fc8dd3d5d8d0cc75ba

Source dataset

uspto-grants-2007_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07199147B2