Hydrochloric Acid → 3-[4-[2-(N-dodecyl-N-methylamino)ethoxy]phenyl]propanoic acid

HRID 1383895Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1383895
C[O:2][C:3](=[O:29])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][N:15]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH3:16])=[CH:8][CH:7]=1.[OH-].[K+].O.Cl>C(O)C>[CH2:17]([N:15]([CH2:14][CH2:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][C:3]([OH:29])=[O:2])=[CH:7][CH:8]=1)[CH3:16])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Komponenten

6

Reaktionsbedingungen

Temperatur
22 °C

Versuchsvorschrift

A solution of 3-[4-[2-(N-dodecyl-N-methylamino)ethoxy]phenyl]propanoic acid methyl ester (2.30 g, 5.69 mmol) in ethanol (25 ml) was treated with potassium hydroxide (0.64 g, 11.4 mmol) and water (5 ml) and stirred at 22° C. for 2 h. The reaction mixture was then acidified to pH 4 with 1M hydrochloric acid and extracted twice with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4) and evaporated under reduced pressure to give a white solid. Recrystallization from ethyl acetate gave 2.20 g (89%) of 3-[4-[2-(N-dodecyl-N-methylamino)ethoxy]phenyl]propanoic acid as white crystals.

Aufarbeitung

  1. extractionextracted twice with ethyl acetate
  2. washThe combined extracts were washed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customto give a white solid
  6. customRecrystallization from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-625a8a65ea054428b707d0f6da5d3e69
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06255496B1

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