p-Toluenesulfonic acid monohydrate → Methyl 14-hydroxytetradecanoate

HRID 1526756Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1526756
O.[C:2]1(C)C=CC(S(O)(=O)=O)=CC=1.[OH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28]>CO>[OH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([O:29][CH3:2])=[O:28]

Komponenten

4

Edukt 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 308427614-Hydroxytetradecanoic acid

Produkt 1

HCID 13245690Methyl 14-hydroxytetradecanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

p-Toluenesulfonic acid monohydrate (0.28 g, 1.45 mmol) was added to a solution of the above 14-hydroxy-tetradecanoic acid (7.10 g, 29.1 mmol) in methanol (150 mL) and the resulting solution was stirred at room temperature for 3 days. Methanol was removed under reduced pressure; the residue was dissolved in ethyl acetate (170 mL); washed with 5% aqueous solution of sodium carbonate (3×50 mL) and brine (25 mL); dried over anhydrous magnesium sulfate and evaporated in vacuo to give methyl 14-hydroxy-tetradecanoate as white solid.

Aufarbeitung

  1. customMethanol was removed under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (170 mL)
  3. washwashed with 5% aqueous solution of sodium carbonate (3×50 mL) and brine (25 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-afb8109d46ad40949690cef938deb332
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09085637B2

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