Methanol → HCID 19421622, Verbindung

HRID 2380705Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2380705
[C:1]1(/[C:7](/[C:13]#[C:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:8]\[C:9]([O:11]C)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO.[OH-].[Na+]>O1CCCC1>[C:1]1(/[C:7](/[C:13]#[C:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:8]\[C:9]([OH:11])=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86746608HCID 86746608, Verbindung

Produkt 1

HCID 19421622HCID 19421622, VerbindungAusbeute 96,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 1.000 g of methyl (E)-3,5-diphenylpent-2-en-4-ynoate (prepared as described in Preparation 104), 15 ml of methanol, 7.5 ml of tetrahydrofuran and 15 ml of a 10% w/v aqueous solution of sodium hydroxide was stirred for 18 hours at room temperature. At the end of this time, the solvent was distilled off under reduced pressure. The resulting residue was diluted with water and extracted twice with diethyl ether. The ethereal extracts were washed with water, dried over anhydrous sodium sulfate and condensed by evaporation under reduced pressure, to give 0.912 g of the title compound, melting at 124°-126° C. (after recrystallisation from a mixture of methylene chloride and hexane).

Aufarbeitung

  1. distillationAt the end of this time, the solvent was distilled off under reduced pressure
  2. additionThe resulting residue was diluted with water
  3. extractionextracted twice with diethyl ether
  4. washThe ethereal extracts were washed with water
  5. dry with materialdried over anhydrous sodium sulfate and condensed by evaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cab6349b01434a4ca1c0cb90f1790197
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05369106

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