Hydrochloric Acid → Methyl 5-hexenimidoate hydrochloride

HRID 550526Notes

Reaction equation

HRID 550526 reaction equation
[C:1](#[N:7])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6].[CH3:8][OH:9].[ClH:10]>CCOCC>[ClH:10].[C:1](=[NH:7])([O:9][CH3:8])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 1232225-Hexenenitrile

Product 1

HCID 86630239Methyl 5-hexenimidoate hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Through a stirred solution of 5-hexenenitrile (3 g, 31Mmol) and MeOH (35 mmol) in Et2O (30 ml), at 0° C., HCl gas was bubbled for 10 minutes. Solvent was evaporated in vacuo and the residue treated with Et2O to give 5.1 g of the title compound as white solid, which was used without further purification.

Workup

  1. customSolvent was evaporated in vacuo
  2. additionthe residue treated with Et2O

Sources & evidence

ORD record
ord-2faf6c8cb40842379980e322da0024ce
Source dataset
uspto-grants-2011_05
Patent number
US07947683B2

Reaction notes

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