تفاعل #992754

معادلة التفاعل

2-methoxy-6-methyl-phenylamine

N-bromosuccinimide

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title compound

المردود 26.0%

4-Bromo-2-methoxy-6-methyl-phenylamine

المردود 26.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe crude mixture was filtered through Celite
2. 2
   workup.ADDITIONdiluted with diethyl ether (200 mL)
3. 3
   غسيلwashed with sodium hydroxide (2 M, 2×100 mL) and brine (1×100 mL)
4. 4
   تجفيفThe organic phase was dried over magnesium sulfate
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىpurified by flash chromatography

الإجراء التجريبي

To 2-methoxy-6-methyl-phenylamine (10.0 g) dissolved in acetonitrile (200 mL) was added N-bromosuccinimide (14.3 g) and the reaction mixture was heated to 145° C. for 15 minutes in a sealed microwave process vessel. The crude mixture was filtered through Celite, diluted with diethyl ether (200 mL) and washed with sodium hydroxide (2 M, 2×100 mL) and brine (1×100 mL). The organic phase was dried over magnesium sulfate, concentrated in vacuo and purified by flash chromatography to furnish 3.4 g (26%) of the title compound as a black solid. NMR (500 MHz, DMSO-d6): 2.06 (s, 3H), 3.77 (s, 3H), 4.55 (s, 2H), 6.78 (d, 1H), 6.82 (d, 1H).

المصدر