تفاعل #1764724

معادلة التفاعل

Carbonyldiimidazole

3-bromo-5-methoxymethoxy-phenylamine

2,2-dimethylsuccinic anhydride

→

1-(3-bromo-5-methoxymethoxy-phenyl)-3,3-dimethyl-pyrrolidine-2,5-dione

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىhad formed
2. 2
   أخرىwas obtained
3. 3
   workup.STIRRINGThe material was stirred over night
4. 4
   أخرىPurification by silica gel chromatography
5. 5
   غسيلeluting with 6%-45% EtOAc in hexanes

الإجراء التجريبي

To a solution of 3-bromo-5-methoxymethoxy-phenylamine (1.0 g, 4.31 mmol) in methylene chloride (25 ml) was added 2,2-dimethylsuccinic anhydride (580 mg, 0.195 mmol). The mixture was heated to 50° C. (oil bath) for 1 hour and then stirred over night at ambient at which point a large amount of precipitate had formed. Carbonyldiimidazole (839 mg, 5.17 mmol) was added and within 2 minutes a homogeneous solution was obtained. The material was stirred over night and then the crude was adsorbed onto silica gel (12 g). Purification by silica gel chromatography eluting with 6%-45% EtOAc in hexanes afforded 1.57 g of 1-(3-bromo-5-methoxymethoxy-phenyl)-3,3-dimethyl-pyrrolidine-2,5-dione as a viscous yellow-white oil.

المصدر