تفاعل #91677

معادلة التفاعل

4-[(benzofuran-2-ylmethyl)-amino]-phthalic acid dimethyl ester

sodium hydroxide

→

4-[(benzofuran-2-ylmethyl)amino]-phthalic acid

المردود 98.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas refluxed for one hour
2. 2
   أخرىthe solvent was removed under vacuum
3. 3
   workup.DISSOLUTIONThe residue was dissolved in water (100 mL)
4. 4
   غسيلwashed with CH2Cl2 (2×100 mL)
5. 5
   استخلاصThe resulting mixture was extracted with ethyl acetate (2×100 mL)
6. 6
   غسيلthe combined organic layers were washed with water (2×100 mL)
7. 7
   تجفيفdried (MgSO4)
8. 8
   أخرىevaporated

الإجراء التجريبي

A mixture of 4-[(benzofuran-2-ylmethyl)-amino]-phthalic acid dimethyl ester (0.89 g, 3.30 mmol) and 3N sodium hydroxide (50 mL) in ethanol (100 mL) was refluxed for one hour. The reaction mixture was cooled to room temperature, and the solvent was removed under vacuum. The residue was dissolved in water (100 mL), washed with CH2Cl2 (2×100 mL), and acidified (HCl). The resulting mixture was extracted with ethyl acetate (2×100 mL), and the combined organic layers were washed with water (2×100 mL), dried (MgSO4), and evaporated, providing 0.80 g of 4-[(benzofuran-2-ylmethyl)amino]-phthalic acid, in 98% yield; 1H NMR (DMSO-d6) δ 4.54 (d, J=4.5 Hz, 2H), 6.71-6.77 (m, 3H), 7.18-7.29 (m, 3H), 7.51-7.61 (m, 3H), 12.52 (br, 2H).

المصدر