تفاعل #2200609

معادلة التفاعل

Sodium hydroxide

Pyrrolidine

chloroacetyl chloride

chloroacetyl chloride

→

N-(chloroacetyl)pyrrolidine

المردود 48.6%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةdropwise maintaining the internal temperature below 15° C
2. 2
   workup.STIRRINGwith vigorous stirring such that the inside temperature
3. 3
   أخرىdid not exceed 20° C
4. 4
   workup.STIRRINGThe mixture was stirred for 15 minutes
5. 5
   أخرىthe aqueous layer was separated
6. 6
   غسيلThe organic layer was washed with saturated sodium bicarbonate solution (2×200 mL), water (1×200 mL)
7. 7
   تجفيفdried over anhydrous sodium sulfate
8. 8
   أخرىThe solvent was removed in vacuo
9. 9
   أخرىthe residue was recrystallized from hexane
10. 10
    أخرىto give 64.5 g (48.6% yield) of white plate crystals

الإجراء التجريبي

Pyrrolidine (63.9 g, 0.9 mole) was taken up in CH2Cl2 (640 mL) and cooled to 0° C. in a salt-ice water bath. To the stirred mixture was added chloroacetyl chloride (101.8 g in 450 mL of CH2Cl2, 0.9 mole) dropwise maintaining the internal temperature below 15° C. After adding the chloroacetyl chloride, the mixture was stirred for one hour at 5° C. Sodium hydroxide solution (7 M, 190 mL) was added with vigorous stirring such that the inside temperature did not exceed 20° C. The mixture was stirred for 15 minutes and the aqueous layer was separated. The organic layer was washed with saturated sodium bicarbonate solution (2×200 mL), water (1×200 mL) and dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was recrystallized from hexane to give 64.5 g (48.6% yield) of white plate crystals; mp 43° C.

المصدر