Formaldehyde → HCID 18418729, compound

Participants

Reaction Steps

A mixture of (S)-2-isopropylamino-4-methyl-pentanoic acid (70.86 g, 0.41 mol, Example 19, Step A) and aqueous HCHO (94 mL of 37.2%) was agitated in an atmosphere of hydrogen (pressure, 47-52 psi) at 50° C. in absolute ethanol (1.5 L) in the presence of Pd/C (20%, 5 g) until the absorption of hydrogen almost ceased. The catalyst was removed by filtration. The filtrate was concentrated in vacuo to dryness. One hundred milliliters of water was added and concentrated to dryness, and this operation was repeated twice to remove most of HCHO. Absolute ethanol (100 mL) was then added and concentrated to dryness to remove residual water. The white solid collected was triturated with acetone. Filtration and drying under vacuum gave 69.39 g (89%) of the desired product as a white solid; mp 159-160° C. APCI-MS m/z 188.2 (MH+).

Provenance & Evidence