Hydrochloric Acid → HCID 23076491, Verbindung

HRID 2221531Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2221531
COC[O:4][CH2:5][C:6]1[N:7]=[C:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:9][C:10]=1[CH:11]=[O:12].Cl.O1CCCC1>O>[OH:4][CH2:5][C:6]1[N:7]=[C:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:9][C:10]=1[CH:11]=[O:12]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 114592744-[(Methoxymethoxy)methyl]-2-phenyl-1,3-oxazole-5-carbaldehyde

Produkt 1

HCID 23076491HCID 23076491, VerbindungAusbeute 70,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4-methoxymethoxymethyl-2-phenyl-1,3-oxazole-5-carbaldehyde (4.50 g), 1N hydrochloric acid (50 mL) and tetrahydrofuran (100 mL) was heated under reflux for 15 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (1:1, v/v) to give 4-hydroxymethyl-2-phenyl-1,3-oxazole-5-carbaldehyde as pale-yellow crystals (2.6 g, yield 70%). Recrystallization from ethyl acetate-hexane gave pale-yellow prism crystals. melting point: 134-135° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 15 hrs
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. washeluted with ethyl acetate-hexane (1:1

Quellen und Nachweise

ORD-Eintrag
ord-73bcef5d7bf945f3999ec7940761c4b0
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07368578B2

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