Pyrrol-2-yl-trichloromethyl ketone, with ethanol to give

Pyrrolidinocyclohexene, preparation of, 54, 40 Pyrrol-2-yl-trichloromethyl ketone, with ethanol to give ethyl pyrrole-2-carboxylate, 51, 100... 

B. Ethyl pyrrole-2-carboxylate. In a 1-1. three-necked round-bottomed flask equipped with a sealed mechanical stirrer and powder funnel are place 1.0 g. of sodium and 300 ml. of anhydrous ethanol. When the sodium is dissolved, 75 g. (0.35 mole) of pyrrol-2-yl trichloromethyl ketone from Part A is added portionwise over a 10-minute period (Note 4). After the addition is complete, the solution is stirred 30 minutes, then concentrated to dryness using a rotary evaporator. The oily residue is partitioned between 200 ml. of ether and 25 ml. of 3 N hydrochloric acid. The ether layer is separated, and the aqueous layer is washed once with 100 ml. of ether. The ether solutions are combined, washed once with 25 ml. of saturated sodium bicarbonate solution, dried with magnesium sulfate, and concentrated by distillation. The residue is fractionated at reduced pressure to give 44.0-44.5 g. (91-92%) of ethyl pyrrole-2 carboxylate as a pale yellow oil, b.p. 125-128° (25 mm.) (Note 5). The yield based on pyrrole is 70-74%. Upon standing at room temperature the product crystallizes, m.p. 40-42°. 

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