Hydrochloric Acid → HCID 22996218, compound

Reaction equation

[ClH:1].[CH3:2][O:3][C:4]1[CH:11]=[CH:10][C:9]([CH2:12][O:13][CH3:14])=[CH:8][C:5]=1[C:6]#[N:7].[CH2:15]([OH:17])[CH3:16]>>[ClH:1].[CH3:2][O:3][C:4]1[CH:11]=[CH:10][C:9]([CH2:12][O:13][CH3:14])=[CH:8][C:5]=1[C:6](=[NH:7])[O:17][CH2:15][CH3:16]

Participants

Reactant 3

HCID 313Hydrochloric Acid2×

HCID 702Ethanol

HCID 22996251Benzonitrile, 2-methoxy-5-(methoxymethyl)-

Product 1

HCID 22996218HCID 22996218, compoundYield 99%

Procedure

Hydrogen chloride gas was passed through a solution of 2-methoxy-5-methoxymethyl-benzonitrile (235 mg, 1.326 mmol) in anhydrous ethanol (15 mL) at room temperature. After 2 h, hydrogen chloride gas was stopped and the reaction vessel was sealed. After stirring at room temperature for 12 h, the reaction vessel was cooled to 0° C. and opened. The solvent was evaporated in vacuo and the residue was triturated in diethyl ether to afford ethyl 2-methoxy-5-methoxymethyl-benzimidate hydrochloride (340 mg, 99%).