Hydrochloric Acid → Ethyl 2-phenylacetimidate hydrochloride

HRID 911329Notes

Reaction equation

HRID 911329 reaction equation
[CH2:1]([C:8]#[N:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:10]([OH:12])[CH3:11].[ClH:13]>O1CCOCC1>[ClH:13].[CH2:10]([O:12][C:8](=[NH:9])[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 8794Phenylacetonitrile

Product 1

HCID 12218775Ethyl 2-phenylacetimidate hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Combine benzyl cyanide (1.0 g, 8.50 mmol), ethanol (0.4 g, 8.50 mmol) and 4N hydrogen chloride in dioxane (8 mL) and stir the reaction mixture at ambient temperature for 17 h. Evaporate the solvent and triturate the residue with diethyl ether to obtain the desired intermediate as a white solid (1.7 g, 100%).

Workup

  1. customEvaporate the solvent
  2. customtriturate the residue with diethyl ether

Sources & evidence

ORD record
ord-753c63a60dab4a2ca9336ac251582df7
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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