Реакция #809163

Уравнение реакции

Water

4-chloro-3-methoxybenzeneamine

2,4dibromobutyryl chloride

triethylamine

→

title compound

Выход 43.3%

3-bromo-1-(4-chloro-3-methoxyphenyl)-2-pyrrolidinone

Выход 43.3%

Растворители

methylene chloride

Условия реакции

Обработка

1. 1
   Другоеat ˜0° C.
2. 2
   workup.ADDITIONAfter the addition
3. 3
   ДругоеThe resulting reaction mixture
4. 4
   workup.STIRRINGstirred at room temperature for 5 days
5. 5
   ДругоеThe organic layer was separated
6. 6
   Сушкаdried over MgSO4
7. 7
   Концентрированиеconcentrated
8. 8
   ДругоеThe residue was purified by column chromatography (silica gel, ˜33% ethyl acetate/˜67% hexanes)

Методика

To a stirred solution of 4-chloro-3-methoxybenzeneamine (4.7 g, 29.6 mmol) in methylene chloride (100 mL) at ˜0° C. was slowly added 2,4dibromobutyryl chloride (5.1 mL, 39 mmol). After the addition, the reaction mixture was stirred for ˜5 minutes and triethylamine (24.7 mL, 178 mmol) was then added. The resulting reaction mixture was allowed to warm up to room temperature and stirred at room temperature for 5 days. Water (˜100 mL) was then added to the reaction mixture. The organic layer was separated, dried over MgSO4 and concentrated. The residue was purified by column chromatography (silica gel, ˜33% ethyl acetate/˜67% hexanes) to give the title compound as a yellow solid (3.9 g) melting at 113–115° C.

Источник