Lithium Hexamethyldisilazide → HCID 11630209, compound

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Reaction Steps

The objective compound was prepared by the same procedure for the example 1, using a 2-(2-phenyl-propionyl amino)-benzoic acid methyl ester (1.00 g, 3.53 mmol) and LiHMDS (10.6 mmol, 1M THF solution). After normal workup, the pure objective compound (0.58 g, 65%) was obtained as pale yellow solid by a flash column chromatography (Hex:EtOAc=4:1): 1H NMR (200 MHz, CDCl3) δ 2.05 (s, 3H, CH3), 6.92 (d, J=8.14 Hz, 1H, ArH), 7.11 (t, J=7.73 Hz, 1H, ArH), 7.23-7.37 (m, 5H, ArH), 7.49 (t, J=7.32, 1H, ArH), 7.89 (d, J=7.73 Hz, 1H, ArH), 9.50 (br s, 1H, NH); m.p. 194-196° C.; MS(EI) m/e 251 [M+], 146, 132, 104; HRMS m/e cacld. for C16H13NO2 251.0946, found 251.0944.

Provenance & Evidence