Hydrochloric Acid → HCID 86757427, compound

Reaction equation

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

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 5702569(2R)-2-Methoxypropanenitrile

Product 1

HCID 86757427HCID 86757427, compoundYield 100%

Procedure

Hydrogen chloride gas was passed into an icecold solution of (R)-2-methoxy-propionitrile (prepared according to the method of Example 1, Step A, 9.91 g, 116.5 mmol) in anhydrous ethanol (100 mL) until the solution was saturated with the gas. The reaction was stored in a refrigerator over night. The excess ethanol was removed under vacuum to obtain the title compound of Example 1, Step B as a deliquescent solid (19.5 g, 100% yield); [α]D+46.4 (c=1, methanol); 1H NMR (CDCl3, 300 MHz) δ1.4 (d, 3H), 3.4 (s, 1H), 3.7 (q, 2H), 4.8 (q, 1H), 6.2 (b, 1H).