Sodium Hydroxide → Ethyl 3-amino-1H-pyrrole-2-carboxylate

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Reaction Steps

3-Amino-2-ethoxycarbonylpyrrole, hydrochloride (5.0 g, 26.2 mmol) is dissolved into 25 mL of dichloromethane under argon and 13.1 mL (26.2 mmol) of a 2N sodium hydroxide solution is added dropwise. The reaction mixture is stirred vigorously for 1 h and then decanted. The aqueous phase is extracted with 25 mL of dichloromethane. The organic extracts are combined, dried on magnesium sulfate, filtered and concentrated under reduced pressure. The residue is triturated in diisopropylether and concentrated to dryness. 3-Amino-2-ethoxycarbonylpyrrole (3.93 g) is obtained as an off-white powder. El: m/z 154: [M]+ m/z 126: [M]+ —C2H5 m/z 108: [M]+ —OC2H5 (base peak) m/z 80: 108 —CO.

Provenance & Evidence