Hydrochloric Acid → Methyl 2-hydroxy-3-phenylpropanoate

HRID 493485Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 493485
Cl.[OH:2][CH:3]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:4]([OH:6])=[O:5].[C:14]([O-])(O)=O.[Na+]>CO>[CH3:14][O:5][C:4](=[O:6])[CH:3]([OH:2])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3848(+-)-3-Phenyllactic acidHCID 516892Sodium Bicarbonate

Produkt 1

HCID 518800Methyl 2-hydroxy-3-phenylpropanoateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Hydrogen chloride was bubbled for 15 minutes into a solution of 2-hydroxy-3-phenyl-propionic acid (10.0 g, 60 mmol) in 100 mL of methanol at room temperature. The vessel was sealed and then stirred overnight at room temperature. The reaction was made basic by the addition of 5% NaHCO3 and then concentrated under reduced pressure to remove the methanol. The residue was diluted with water and extracted with ethyl acetate. The organic layer was extracted with saturated NaCl, dried (MgSO4) and the solvent removed under reduced pressure to give 2-hydroxy-3-phenyl-propionic acid methyl ester (9.7 g, 90%) as a yellow oil, MS m/z 180 [M]+. Elemental Analysis for C10H12O3. Calc'd: C, 66.65; H, 6.71; N, 0.00. Found: C, 66.52; H, 6.86; N, 0.29

Aufarbeitung

  1. customThe vessel was sealed
  2. concentrationconcentrated under reduced pressure
  3. customto remove the methanol
  4. additionThe residue was diluted with water
  5. extractionextracted with ethyl acetate
  6. extractionThe organic layer was extracted with saturated NaCl
  7. dry with materialdried (MgSO4)
  8. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6ea0a7a602254a33aa7b2718c017dde1
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534894B2

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