Tetrahydrofuran → naphthalen-2-ylmethyl 2,5-dihydro-1H-pyrrole-1-carboxylate

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Reaction Steps

Naphthalen-2-ylmethyl carbonochloridate (31.93 g, 144.7 mmol) was added to a solution of 2,5-dihydro-1H-pyrrole (10 g, 144.7 mmol) in a 1:1 mixture of saturated NaHCO3 (400 mL) and THF (400 mL). The reaction was stirred for 12 hours, condensed to a small volume, diluted with saturated NaHCO3, extracted with CH2Cl2, wash with 1 N HCl, dried over sodium sulfate, filtered and condensed to afford 27.5 g of the desired product as a solid.

Provenance & Evidence