Potassium Carbonate → 4-[(2-tert-Butoxycarbonylamino-ethyl)-(4-fluoro-benzyl)-amino]-but-2-enoic Acid Methyl Ester

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Reaction Steps

[2-(4-Fluoro-benzylamino)-ethyl]-carbamic acid tert-butyl ester (7.0 g, 26.1 mmol) and potassium carbonate (7.2 g, 52.2 mmol) were stirred in acetone (150 mL). A mixture of methyl 4-bromocrotonate (4.7 g, 26.1 mmol, 3.1 mL) in acetone (50 mL) was added to this solution dropwise using an addition funnel. After 18 h the solution was filtered, concentrated and chromatographed on silica gel to yield the title compound as a yellow oil (8.53 g).

Provenance & Evidence