Hydrochloric Acid → Methyl 2-aminohex-5-enoate

HRID 22531Notes

Reaction equation

HRID 22531 reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH:4]([CH2:13][CH2:14][CH:15]=[CH2:16])[N:5]=CC1C=CC=CC=1.Cl.O>C(OCC)C>[CH3:1][O:2][C:3](=[O:17])[CH:4]([CH2:13][CH2:14][CH:15]=[CH2:16])[NH2:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 120394615-Hexenoic acid, 2-[(phenylmethylene)amino]-, methyl ester

Product 1

HCID 15356347Methyl 2-aminohex-5-enoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Dissolve N-(phenylmethylene)-2-(3-butenyl)glycine methyl ester (25 g) in ethyl ether (400 mL) and stir with 1N hydrochloric acid (150 mL) and water (150 mL). Place under an argon atmosphere and stir for 2 hours. Separate the aqueous phase and adjust to pH 9, extract into chloroform, dry and evaporate the solvent in vacuo to give the title compound as a light oil (4.5 g).

Workup

  1. customSeparate the aqueous phase
  2. extractionextract into chloroform
  3. customdry
  4. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-02ad6847fc13402b92a36af897275a7b
Source dataset
uspto-grants-1995_06
Patent number
US05428158

Reaction notes

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