Hydrochloric Acid → HCID 22996203, compound

HRID 1167286Notes

Reaction equation

HRID 1167286 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[C:6]#[N:7].[CH2:12]([OH:14])[CH3:13]>>[ClH:1].[CH3:2][O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[C:6](=[NH:7])[O:14][CH2:12][CH3:13]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 702EthanolHCID 810862-Methoxybenzonitrile

Product 1

HCID 22996203HCID 22996203, compoundYield 70%

Conditions

Temperature
0 °C

Procedure

Hydrogen chloride gas was passed through a solution of 2-methoxy-benzonitrile (760 mg, 5.708 mmol) in anhydrous ethanol (125 mL) cooled to 0° C. After 3.5 h, hydrogen chloride gas was stopped and the reaction mixture was stirred at room temperature overnight. The solvent was removed and the residue was triturated in diethyl ether to afford ethyl 2-methoxy-benzimidate hydrochloride (865 mg, 70%). It was used without further purification.

Workup

  1. customThe solvent was removed
  2. customthe residue was triturated in diethyl ether

Sources & evidence

ORD record
ord-6aca1427e2474b8d94cc4e0efb594a3c
Source dataset
uspto-grants-2003_09
Patent number
US06617346B1

Reaction notes

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