تفاعل #473708

معادلة التفاعل

methyl 1-aminocyclopropane-1-carboxylate

potassium carbonate

1,5-diiodopentane

→

title compound

Methyl 1-piperidin-1-ylcyclopropanecarboxylate

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was cooled to room temperature
2. 2
   ترشيحfiltered
3. 3
   تركيزThe filtrate was concentrated under reduced pressure
4. 4
   أخرىThe residue was purified on an Alltech pre-packed silica gel column
5. 5
   غسيلeluting with ethyl acetate

الإجراء التجريبي

A mixture of methyl 1-aminocyclopropane-1-carboxylate (0.50 g, 4.35 mmoles), powdered potassium carbonate (2.40 g, 17.4 mmoles), and tetrabutylammonium bromide (0.140 g, 0.43 mmoles) in anhydrous acetonitrile (12 mL) was treated with 1,5-diiodopentane (1.70 g, 5.22 mmoles). The mixture was stirred for three days at 90° C. The mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure. The residue was purified on an Alltech pre-packed silica gel column eluting with ethyl acetate to afford the title compound. MS(DCI) m/z 184 (M+H)+. Vaidyanathan, G.; Wilson, J. W. J. Org. Chem. 1989, 54, 1810-1815.

المصدر