Reaktion #572788

Reaktionsgleichung

2-ethoxy-1-pyrroline

5-(1-methylethyl)-1,3-cyclohexanedione

→

solid

Ausbeute 12.4%

5-(1-Methylethyl)-2-(2-pyrrolidinylidene)-1,3-cyclohexanedione

Ausbeute 12.4%

Lösungsmittel

isopropyl alcohol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 2 hours
2. 2
   Sonstigethe cooled reaction solution
3. 3
   Sonstigecrystalline product which is collected
4. 4
   Waschenwashed with cold solvent
5. 5
   Sonstigedried

Vorschrift

A mixture of 2-ethoxy-1-pyrroline (9.05 grams, 0.08 mole), and 5-(1-methylethyl)-1,3-cyclohexanedione (12.34 grams, 0.08 mole), in 50 mL of isopropyl alcohol solvent is heated under reflux for 2 hours. After standing overnight, the cooled reaction solution will deposit white, crystalline product which is collected, washed with cold solvent and dried to give 2.2 grams of solid, m.p. 143°-145° C. The filtrate is evaporated and the residue dissolved in dichloromethane and the solution extracted with three portions of 3N NaOH followed by three portions of 3N hydrochloric acid. Addition of 3N NaOH to the acid solution causes precipitation of an 0.87-gram portion of product, m.p. 143.5°-145° C. The latter is recrystallized from ethyl acetate for an analytical sample.

Quelle