反应详情

A 50 mL round bottom flask was charged with 3-cyclopropoxy-2-nitrobenzoic acid (205 mg, 0.919 mmol), 10% Pd/C (25 mg, 0.919 mmol) and methanol (6 mL). The flask was vacuum flushed with nitrogen (3×) followed by a vacuum flush with a hydrogen balloon (3×). The resulting suspension was stirred under a balloon of hydrogen at room temperature over night. The solution was filtered through CELITE®, washing with methanol, and the filtrate was concentrated to provide reddish oil. The crude material was azeotroped with toluene (2×), and dried under vacuum to provide crude 2-amino-3-cyclopropoxybenzoic acid (175 mg, 0.906 mmol, 99% yield) as a reddish solid. The product was used without further purification in the next reaction. HPLC: RT=2.31 min (H2O/MeOH with TFA, SunFire C18 3.5 μm, 2.1×30 mm, gradient=4 min, wavelength=220 nm); MS(ES): m/z=194.12 [M+H]+.

1. customflushed with nitrogen (3×)
2. customflush with a hydrogen balloon (3×)
3. filtrationThe solution was filtered through CELITE®
4. washwashing with methanol
5. concentrationthe filtrate was concentrated
6. customto provide reddish oil
7. customThe crude material was azeotroped with toluene (2×)
8. customdried under vacuum