Water → (Dichloro-1,3-thiazol-5-yl)methanol

HRID 577004Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 577004
[Cl:1][C:2]1[S:3][C:4]([CH:8]=[O:9])=[C:5]([Cl:7])[N:6]=1.[BH4-].[Na+].O>CO>[Cl:1][C:2]1[S:3][C:4]([CH2:8][OH:9])=[C:5]([Cl:7])[N:6]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 14886722,4-Dichloro-1,3-thiazole-5-carboxaldehydeHCID 4311764Sodium borohydride

Produkt 1

HCID 10375112(Dichloro-1,3-thiazol-5-yl)methanolAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a 0° C. solution of 2,4-dichloro-1,3-thiazole-5-carbaldehyde (1.0 g, 5.5 mmol) in anhydrous methanol (45 mL) was added sodium borohydride (340 mg, 9.0 mmol). The reaction mixture was stirred at room temperature overnight. Water (50 mL) was added and the methanol was evaporated. The resultant mixture was extracted with EtOAc (2×50 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo, to afford (2,4-dichloro-1,3-thiazol-5-yl)methanol (850 mg, 84% yield). The product was used without further purification.

Aufarbeitung

  1. customthe methanol was evaporated
  2. extractionThe resultant mixture was extracted with EtOAc (2×50 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-005db0203bd84bbe9e9d7ccd6442e717
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040538B2

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