Hydrochloric Acid → Ethyl 2-phenylacetimidate hydrochloride

HRID 718146Notes

Reaction equation

HRID 718146 reaction equation
[C:1]1([CH2:7][C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:10].[CH2:11]([OH:13])[CH3:12]>>[ClH:10].[C:1]1([CH2:7][C:8](=[NH:9])[O:13][CH2:11][CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 8794Phenylacetonitrile

Product 1

HCID 12218775Ethyl 2-phenylacetimidate hydrochlorideYield 99%

Procedure

2-Phenylacetonitrile was dissolved in anhydrous ethanol (2 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 2-phenylacetimidate hydrochloride (1.7 g, 99%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 7.36-7.35 (m, 5H), 4.39 (q, J=7.0 Hz, 2H), 3.99 (s, 2H), 1.26 (t, J=7.0 Hz, 3H).

Workup

  1. stirringstirred for 6 h
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-c74e805491fa482085e5c89acf9d78a2
Source dataset
uspto-grants-2015_11
Patent number
US09193719B2

Reaction notes

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