Diethyl ethylmalonate → HCID 131733864, compound

Participants

Reaction Steps

To a flask with sodium hydride (207 mg, 8.64 mmol) was added DMSO (5 mL). The mixture was stirred at rt for 5 min. Diethyl 2-ethylmalonate (1626 mg, 8.64 mmol) in DMSO (5 mL) was added. After 20 min stirring, 13A (550 mg, 1.728 mmol) in DMSO (5 mL) was added. The reaction mixture was heated at 65° C. over night. The reaction was quenched with water, extracted with EtOAc. The organic layer was dried over sodium sulfate and concentrated. The crude product was purified by flash chromatography to give 13B (820 mg, 98% yield). MS (ESI) m/z: 486.9 (M+H)+. 1H NMR (400 MHz, chloroform-d) δ ppm 8.00-8.12 (m, 2H) 7.49 (d, J=8.79 Hz, 1H) 7.24-7.45 (m, 5H) 5.11-5.32 (m, 2H) 4.57 (d, J=16.26 Hz, 2H) 4.10-4.33 (m, 4H) 2.89 (d, J=3.95 Hz, 3H) 2.44 (t, J=7.25 Hz, 2H) 1.15-1.34 (m, 6H) 0.81-1.05 (m, 3H).

Provenance & Evidence