Hydrochloric Acid → Methyl 2-aminopent-4-enoate--hydrogen chloride (1/1)

HRID 1245389Notes

Reaction equation

HRID 1245389 reaction equation
[ClH:1].[CH2:2]=[CH:3][CH2:4][CH:5]([NH2:9])[C:6]([OH:8])=[O:7].[CH3:10]O>>[ClH:1].[CH3:10][O:7][C:6](=[O:8])[CH:5]([NH2:9])[CH2:4][CH:3]=[CH2:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 140442-Amino-4-pentenoic acid

Product 1

HCID 11332668Methyl 2-aminopent-4-enoate--hydrogen chloride (1/1)Yield 100%

Procedure

HCl (g) was bubbled through a solution of DL-allylglycine (2.0 g, 17.4 mmol) in methanol (50 mL) at room temperature. The reaction was stirred overnight, concentrated in vacuo, taken up in acetonitrile (50 mL), and re-concentrated to give 2-amino-pent-4-enoic acid methyl ester hydrochloride salt (2.8 g, 100%) as an oil. MS found: (M+CH3CN)+=171.

Workup

  1. concentrationconcentrated in vacuo
  2. concentrationre-concentrated

Sources & evidence

ORD record
ord-ad9ca5a6494e49e7b22691caefcae928
Source dataset
uspto-grants-2006_10
Patent number
US07125870B2

Reaction notes

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