Hydrochloric Acid → 5-(1,2-Dihydroxy-2-methylpropyl)-1,3-thiazole-2-carbaldehyde

HRID 1881891Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1881891
[O:1]1CCO[CH:2]1[C:6]1[S:7][C:8]([CH:11]([OH:16])[C:12]([CH3:15])([OH:14])[CH3:13])=[CH:9][N:10]=1.Cl.O.C(=O)([O-])O.[Na+]>O1CCCC1>[OH:16][CH:11]([C:8]1[S:7][C:6]([CH:2]=[O:1])=[N:10][CH:9]=1)[C:12]([OH:14])([CH3:15])[CH3:13]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 593314731-[2-(1,3-Dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methylpropane-1,2-diol

Produkt 1

HCID 593314165-(1,2-Dihydroxy-2-methylpropyl)-1,3-thiazole-2-carbaldehydeAusbeute 77,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 1-[2-(1,3-dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methylpropane-1,2-diol (0.33 g), 1M hydrochloric acid (1 mL), water (2 mL) and tetrahydrofuran (6 mL) was stirred at 60° C. for 6 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography, and the title compound (0.21 g, yield 77%) was obtained as a yellow oil from a fraction eluted with ethyl acetate. MS: 202 (MH+).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f18507960e42431299dfe0f78f367f78
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318746B2

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