Sodium borohydride → [2-(4-Chlorophenyl)thiazol-5-yl]methanol

HRID 1849974Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1849974
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH:13]=[O:14])=[CH:11][N:12]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][C:10]([CH2:13][OH:14])=[CH:11][N:12]=2)=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 450368222-(4-Chlorophenyl)-1,3-thiazole-5-carbaldehyde

Produkt 1

HCID 59562416[2-(4-Chlorophenyl)thiazol-5-yl]methanolAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a suspension of 2-(4-chlorophenyl)thiazole-5-carbaldehyde (3.26 g, 14.6 mmol) in methanol (50 ml) is added the sodium borohydride (568 mg, 15 mmol) portionwise at room temperature. The reaction mixture is stirred at room temperature for 2 h. The reaction mixture is quenched with 50 ml of an aqueous saturated solution of ammonium chloride, extracted with dichloromethane (2×100 ml). The combined organic extracts are dried with magnesium sulphate, filtered and evaporated to dryness to give [2-(4-chlorophenyl)thiazol-5-yl]methanol (3.24 g).

Aufarbeitung

  1. customThe reaction mixture is quenched with 50 ml of an aqueous saturated solution of ammonium chloride
  2. extractionextracted with dichloromethane (2×100 ml)
  3. dry with materialThe combined organic extracts are dried with magnesium sulphate
  4. filtrationfiltered
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-31e7fe97978645ac95802f4f75d84ec1
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08956999B2

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