Lithium aluminium hydride,
THF (distilled over potassium, degassed),
L-alanine

Lithium aluminium hydride (17 g, 0.43 mol) was suspended in dry THF (600 ml) under argon at 273 K. Solid L-Alanine (20 g, 0.22 mol) was added in small portions. The mixture was heated slowly to reflux overnight. A saturated potassium carbonate solution (~100 ml) was added very slowly to the mixture, which was cooled in an ice/water bath. The mixture was filtered and solvents were removed under reduced pressure. The residue was distilled under high vacuum. Yield 12.7 g (77%).

Freshly distilled compound is colorless, after few hours slight yellow coloration occurs.

¹H NMR (400 MHz, CDCl₃, 298 K) 0.96 (dd, 3H, ²J_HH=6Hz, ³J_HH=1Hz, CH₃), 2.58 (br s, 3H, NH₂+OH), 2.87-2.97 (m, 1H, CH), 3.15 (overlapping dd, 1H, ²J_HH=8Hz, ³J_HH=1Hz, CH₂), 3.44 (ddd, 1H, ²J_HH=11Hz, 3J_HH=4Hz, ³J_HH=1Hz, CH₂) ¹³C NMR (100 MHz, CDCl₃, 298 K) 19.4 (CH₃), 48.2 (CH), 67.8 (CH₂)

Hsiao, Y.; Hegedus, L. S. J. Org. Chem. 1997, 62, 3586-3591.