تفاعل #1985758

معادلة التفاعل

water

1-(3-Bromophenyl)-3,3-dimethyl-pyrrolidine-2,5-dione

DCM

Methanol

→

1-(3-bromophenyl)-3,3-dimethyl-pyrrolidine

المردود 84.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was cooled in an ice bath
2. 2
   أخرىThis mixture was transferred to a separatory funnel
3. 3
   أخرىThe organic phase was isolated
4. 4
   غسيلwashed with brine
5. 5
   ترشيحfiltered through Celite
6. 6
   تركيزconcentrated
7. 7
   أخرىThe product was chromatographed
8. 8
   تركيزconcentrated
9. 9
   أخرىtriturated with methanol
10. 10
    ترشيحfiltered

الإجراء التجريبي

1-(3-Bromophenyl)-3,3-dimethyl-pyrrolidine-2,5-dione (10.6 g, 37.7 mmol) was suspended in 200 ml of THF. Borane dimethyl sulfide complex (33 ml of a 10.1 M solution) was added and the reaction was stirred at room temperature for 3 hrs. The reaction was cooled in an ice bath. Methanol (100 ml) was added dropwise, followed by 300 ml of water. This mixture was transferred to a separatory funnel and DCM was added. The organic phase was isolated, washed with brine, filtered through Celite and concentrated. The product was chromatographed using a gradient of 0% to 5% ethyl acetate in hexanes, concentrated, triturated with methanol and filtered to give 8.0 g (84%) of 1-(3-bromophenyl)-3,3-dimethyl-pyrrolidine.

المصدر