تفاعل #1023

ord-6d97a1bfa8604b93849d4516305a87c9

معادلة التفاعل

CC(N)CO
2-amino-1-propanol
[H-].[Na+]
sodium hydride
Cl.Clc1ccncc1
4-chloropyridine hydrochloride
CC(N)COc1ccncc1
desired product
المردود 30.2%
CC(N)COc1ccncc1
1-methyl-2-(4-pyridyloxy)ethylamine
المردود 30.2%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGThe mixture was stirred for 20 hours at room temperature
  2. 2
    أخرىAfter completion of the reaction
  3. 3
    ترشيحthe solids were filtered off
  4. 4
    أخرىThe solvent in the filtrate was removed under reduced pressure
  5. 5
    أخرىThe residue was purified by column chromatography on silica gel

الإجراء التجريبي

6.2 g of 2-amino-1-propanol was added dropwise to a stirred mixture of 4.0 g of 60% sodium hydride and 50 mL of N,N-dimethylformamide at 5° C.-10° C. After the reaction mixture was stirred for 30 minutes, 12.5 g of 4-chloropyridine hydrochloride in limited amounts was added to the reaction mixture. The mixture was stirred for 20 hours at room temperature. After completion of the reaction, the solids were filtered off. The solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography on silica gel to obtain 3.8 g of the desired product (yield: 30%). Refractive index: 1.5469.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723469uspto-grants-1998_03