تفاعل #62030

معادلة التفاعل

methyl iodide

2-amino-3-methylbenzoic acid

cesium carbonate

→

methyl 2-amino-3-methylbenzoate

المردود 92.3%

المذيبات

N,N-dimethylformamide

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was partitioned between water (1 L) and ether (200 mL)
2. 2
   استخلاصthe water layer was extracted with an additional volume of ether (100 mL)
3. 3
   غسيلThe combined extracts were washed with brine (500 mL)
4. 4
   تجفيفdried over anhydrous potassium carbonate
5. 5
   تركيزconcentrated

الإجراء التجريبي

To a solution of 2-amino-3-methylbenzoic acid (10.1 g, 66.9 mmol) in N,N-dimethylformamide (200 mL) was added cesium carbonate (33.2 g, 102 mmol, 1.5 eq). The mixture was stirred for 30 min. A solution of methyl iodide (4.17 mL, 67.0 mmol, 1.0 eq) in N,N-dimethylformamide (50 mL) was added dropwise and the reaction mixture was maintained for 18 h at rt. The reaction mixture was partitioned between water (1 L) and ether (200 mL) and the water layer was extracted with an additional volume of ether (100 mL). The combined extracts were washed with brine (500 mL), dried over anhydrous potassium carbonate, and concentrated to provide 10.2 g (92%) of methyl 2-amino-3-methylbenzoate. 1H NMR (400 MHz, CDCl3) δ 7.77 (d, 1H), 7.19 (d, 1H), 6.59 (t, 1H), 5.82 (bs, 2H), 3.86 (s, 3H), 2.17 (s, 3H).

المصدر