Lithium Hydroxide → HCID 19417685, compound

Participants

Reaction Steps

The latter ester (1.25 g) was dissolved in THF/H2O (3:2,25 mL). After LiOH (0.30 g, 12.9 mol) was added, the mixture was stirred at room temperature for 20 h. The mixture was concentrated under reduced pressure. H2O (13 mL) was added to the residue. The resulting solution was washed with EtOAc, rendered acidic by the addition of aqueous 1M HCl and extracted with EtOAc (3×). The combined EtOAc extracts were washed with brine, dried (Na2SO4) and concentrated to dryness to give the acetic acid derivative, 2-{tert-butyloxycarbonyl[(1-methoxycyclohexyl)methyl]amino}acetic acid (0.56 g, 72% yield from 1-methoxycyclohexanemethanamine); 1H NMR(CDCl3) δ4.04 (s,0.6H), 3.94 (s,1.4H), 3.41 (s,1.4H), 3.35 (s,0.6H), 3.23 (s,1.9H), 3.18 (s,1.1H), 1.78-1.22 (m,20H); FAB mass spectrum, m/z: 302 (M+H)+.

Provenance & Evidence