Reaktion #1243677

Reaktionsgleichung

methyl 4-benzoyl-2-pyrrolecarboxylate

potassium hydroxide

hydrazine hydrate

→

3-benzylpyrrole

Ausbeute 71.2%

Lösungsmittel

triethylene glycol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction
2. 2
   workup.WAITat 160° C. for 3 hours in the an atmosphere of nitrogen gas
3. 3
   SonstigeAfter reaction
4. 4
   Temperaturto cool
5. 5
   Extraktionfollowed by extraction with ether
6. 6
   WaschenThe extract is washed with water saturated with sodium chloride
7. 7
   Einengenconcentrated
8. 8
   workup.DISTILLATIONThe residue is distilled under reduced pressure

Vorschrift

12.0 g (52.4 mmole) of methyl 4-benzoyl-2-pyrrolecarboxylate, 8.79 g (157 mmole) of potassium hydroxide and 10.5 g (210 mmole) of hydrazine hydrate are dissolved in 150 ml of triethylene glycol. Reaction is carried out by stirring the solution at 120° C. for 2 hours and then at 160° C. for 3 hours in the an atmosphere of nitrogen gas. After reaction is finished, the reaction solution is allowed to cool and poured into ice water, followed by extraction with ether. The extract is washed with water saturated with sodium chloride and concentrated. The residue is distilled under reduced pressure to obtain 5.86 g of 3-benzylpyrrole as a colorless liquid. Yield 71.2%. nD29.5 1.5790. Boiling point 95°-98° C. (0.09 mmHg).

Quelle