تفاعل #74195

معادلة التفاعل

bis(2-methoxyethyl)amine

triethylamine

bromo acetyl bromide

→

crude product

المردود 82.0%

2-bromo-N,N-bis(2-methoxyethyl)acetamide

المردود 82.0%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm up to −20° C.
2. 2
   أخرىquenched by addition of water (60 mL)
3. 3
   غسيلThe organic phase was washed with distilled water (3×30 mL), saturated ammonium chloride (3×30 mL), saturated sodium bicarbonate (3×30 mL) and brine (2×30 mL)
4. 4
   تجفيفThe organic phase was then dried over magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   أخرىsolvents removed via rotary evaporation

الإجراء التجريبي

To a stirred solution of DCM, bis(2-methoxyethyl)amine (40.0 g, 44.0 mL, 300 mmol), and triethylamine (69.25 mL, 500 mmol), under a nitrogen atmosphere at −78° C. was added drop wise bromo acetyl bromide (34.8 mL, 400 mmol). After stirring at −78° C. for 5 h, the reaction mixture was allowed to warm up to −20° C. and then quenched by addition of water (60 mL). The organic phase was washed with distilled water (3×30 mL), saturated ammonium chloride (3×30 mL), saturated sodium bicarbonate (3×30 mL) and brine (2×30 mL). The organic phase was then dried over magnesium sulfate, filtered and solvents removed via rotary evaporation to yield a crude product in 82% yield (62.3 g, 245 mmol). The crude product was then distilled under high vacuum at 170° C. to give pale yellow crystals in 49% yield (35.57 g, 140 mmol). Pure product can also be recrystallised from the crude material with diethyl ether.

المصدر