Water → 2-{[3-Methoxy-4-(2-thiophene-2-ylvinyl)phenyl]methylamino}ethanol

HRID 85311Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 85311
[OH-].[Na+].O.[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH2:19][NH:20][CH2:21][CH2:22][O:23]C(=O)C(C)(C)C)[CH:9]=[CH:10][C:11]=1[CH:12]=[CH:13][C:14]1[S:15][CH:16]=[CH:17][CH:18]=1>C(O)C>[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH2:19][NH:20][CH2:21][CH2:22][OH:23])[CH:9]=[CH:10][C:11]=1[CH:12]=[CH:13][C:14]1[S:15][CH:16]=[CH:17][CH:18]=1

Komponenten

5

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

NaOH (4.3 g, 107 mmol) was dissolved in ethanol (25 ml), and water (7 ml) was added thereto. Next, 2,2-dimethylpropionic acid 2-{[3-methoxy-4-(2-thiophene-2-ylvinyl)phenyl]methylamino}ethyl ester (4.0 g, 10.7 mmol) was dissolved in ethanol (8 ml) and added dropwise to the mixture. The mixture was stirred at room temperature for 2 hours and further at 45° C. for 1 hour. After the solvent was evaporated off, water (100 ml) was added and the oily matter was subjected to extraction with ethyl acetate. After 2 times of washing with water, drying over Na2SO4 and concentration were performed. The residue was purified by silica gel chromatography to give a yellow oily matter (yield: 3.1 g (100%)).

Aufarbeitung

  1. additionadded dropwise to the mixture
  2. customAfter the solvent was evaporated off
  3. additionwater (100 ml) was added
  4. extractionthe oily matter was subjected to extraction with ethyl acetate
  5. washAfter 2 times of washing with water
  6. dry with materialdrying over Na2SO4 and concentration
  7. customThe residue was purified by silica gel chromatography
  8. customto give a yellow oily matter (yield: 3.1 g (100%))

Quellen und Nachweise

ORD-Eintrag
ord-46f212c4d6a142638df8ed39582b9f84
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846955B2

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