Methanol → HCID 2769450, compound

HRID 895295Notes

Reaction equation

HRID 895295 reaction equation
[NH2:1][CH:2]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)[CH2:3][C:4]([OH:6])=[O:5].[CH3:15]O>Cl>[NH2:1][CH:2]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)[CH2:3][C:4]([O:6][CH3:15])=[O:5]

Participants

4

Reactant 2

HCID 887MethanolHCID 27642943-amino-3-(3-methoxyphenyl)propanoic acid

Product 1

HCID 2769450HCID 2769450, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of β-amino-3-methoxy-benzenepropanoic acid (WO 0041469) (9.38 g, 52 mmol) in concentrated hydrochloric acid (10 ml) and methanol (115 ml), was heated under reflux for 7 hours, then cooled. The reaction was evaporated under reduced pressure, and the residue partitioned between ethyl acetate (300 ml) and 1N sodium hydroxide solution (300 ml). The layers were separated, and the organic phase evaporated under reduced pressure to afford the title compound as a colourless oil, 8.8 g.

Workup

  1. temperatureunder reflux for 7 hours
  2. temperaturecooled
  3. customThe reaction was evaporated under reduced pressure
  4. customthe residue partitioned between ethyl acetate (300 ml) and 1N sodium hydroxide solution (300 ml)
  5. customThe layers were separated
  6. customthe organic phase evaporated under reduced pressure

Sources & evidence

ORD record
ord-12af2030b9934475b98fa159704ec939
Source dataset
uspto-grants-2005_07
Patent number
US06914160B1

Reaction notes

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