Hydrochloric Acid → Methyl-3 phenylpropionimidate hydrochloride

HRID 18723Notes

Reaction equation

HRID 18723 reaction equation
[ClH:1].[C:2]1([CH2:8][CH2:9][C:10]#[N:11])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:12][OH:13]>CCOCC>[ClH:1].[CH3:12][O:13][C:10](=[NH:11])[CH2:9][CH2:8][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 12581Benzenepropanenitrile

Product 1

HCID 21273004Methyl-3 phenylpropionimidate hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Hydrogen chloride is bubbled into a cold (0° C.) solution of 3-phenypropionitrile (5.43 g, 41.4 mmol) in methanol (2.5 mL, 62.1 mmol) for 5 min, and the mixture stirred at rt for 3 h. The solid that formed is suspended in Et2O and filtered to give 7.8 g of the product 242. 1H NMR (CDCl3) δ 12.65 (s, 1 H), 11.65 (s, 1 H), 7.40-7.15 (m, 5 H), 4.24 (s, 3 H), 3.08 (s, 4 H)

Workup

  1. customThe solid that formed
  2. filtrationfiltered

Sources & evidence

ORD record
ord-1e6a034d533c4168bdc73081f7be57bb
Source dataset
uspto-grants-2010_06
Patent number
US07741493B2

Reaction notes

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