Methanol → HCID 14730655, compound

Participants

Reaction Steps

A solution of diethyl N-(4-nitro-3-fluorobenzoyl)-(L)-glutamate (5.3 g, 14 mmoles) in 95% ethanol (150 mL) was mixed with 10% palladium on carbon (0.4 g) and placed on a Parr apparatus. The mixture was shaken under hydrogen atmosphere for 1.5 hours. The reaction mixture was filtered, spin evaporated, and dried to give a cream solid; yield, 4.7 g (98%); mp 92°-97° C.; 1H-NMR (CDCl3) δ 1.22 and 1.29 (2t overlapped, 6H), 1.6 (br s, 2H), 2.1-2.5 (m, 4H), 4.10 and 4.22 (2q overlapped, 4H), 4.74 (m, 1H), 6.75 (t, 1H), 6.84 (d, 1H), 7.4-7.5 (m, 2H); uv (MeOH) 281 nm max (12000), 236 min (1480), 210 sh (10600); mass spec (CI) m/e 341 (100%), 138 (64).

Provenance & Evidence