Sodium borohydride → HCID 12953363, Verbindung

HRID 354723Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 354723
[Cl:1][C:2]1[S:3][C:4]([C:14](OCC)=[O:15])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[N:6]=1.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[S:3][C:4]([CH2:14][OH:15])=[C:5]([C:7]2[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=2)[N:6]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 13041832Ethyl 2-chloro-4-(p-chlorophenyl)-5-thiazolecarboxylate

Produkt 1

HCID 12953363HCID 12953363, VerbindungAusbeute 7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a suspension of 18.2 g (0.06 mol) of ethyl 2-chloro-4-(p-chlorophenyl)-5-thiazolecarboxylate in 100 ml of ethanol was added 2.27 g (0.06 mol) of sodium borohydride. The reaction mixture was stirred for 1 hour and filtered. The ethanol filtrate was concentrated under reduced pressure and the residue was treated with water and extracted with CHCl3. The CHCl3 extracts were dried over MgSO4 and concentrated under reduced pressure. The residual solid (1.5 g) was recrystallized from ethanol-water to give 1.1 g (6%) of 2-chloro-4-(p-chlorophenyl)-5-thiazolemethanol, mp 113°-114° C.

Aufarbeitung

  1. filtrationfiltered
  2. concentrationThe ethanol filtrate was concentrated under reduced pressure
  3. additionthe residue was treated with water
  4. extractionextracted with CHCl3
  5. dry with materialThe CHCl3 extracts were dried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residual solid (1.5 g) was recrystallized from ethanol-water

Quellen und Nachweise

ORD-Eintrag
ord-6d7f98ec983449ec93289df2303c4c6a
Quelldatensatz
uspto-grants-1983_03
Patentnummer
US04377054

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