Hydrochloric Acid → HCID 71755542, compound

Reaction equation

[C:1](#[N:6])[CH2:2][CH:3]([CH3:5])[CH3:4].[ClH:7].[CH2:8]([OH:10])[CH3:9]>>[ClH:7].[CH3:4][CH:3]([CH3:5])[CH2:2][C:1](=[NH:6])[O:10][CH2:8][CH3:9]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 12244Isovaleronitrile

Product 1

HCID 71755542HCID 71755542, compoundYield 100%

Procedure

Isovaleronitrile (2.0 g, 24.1 mmol) was dissolved in anhydrous ethanol (48 mL) under an atmosphere of Ar. The solution was cooled to 0° C., saturated with HCl gas, stirred for 6 h, allowed to warm to RT, and stirred for 6 h. The solvent was removed in vacuo to afford ethyl 3-methylbutanimidate hydrochloride (4.0 g, 100%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 12.00 (br s, 1H), 11.09 (br s, 1H), 4.42 (q, J=7.0 Hz, 2H), 2.48-2.47 (m, 2H), 2.02-2.01 (m, 1H), 1.33 (t, J=7.0 Hz, 3H), 0.91 (d, J=6.7 Hz, 6H).