Sodium borohydride → (4-Chloroquinolin-7-yl)methanol

HRID 965000

Reaktionsgleichung

Reaktionsgleichung von HRID 965000
C[O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([C:9]([Cl:15])=[CH:10][CH:11]=[N:12]2)=[CH:7][CH:6]=1)=O.[BH4-].[Na+]>CO>[OH:2][CH2:3][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([Cl:15])=[CH:10][CH:11]=[N:12]2)=[CH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 21708520Methyl 4-chloroquinoline-7-carboxylate

Produkt 1

HCID 22054610(4-Chloroquinolin-7-yl)methanolAusbeute 30,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

7-Methoxycarbonyl-4-chloroquinoline(3.75 g, 0.017 mol) was dissolved in methanol (200 ml), added under ice-cooling with sodium borohydride (12.9 g, 0.34 mol) and stirred for an hour. The reaction mixture was poured into ice water. The resulting precipitates were collected by filtration, dried over phosphorus pentoxide and recrystallized from chloroform (20 ml) to obtain 1.0 g (30%) of 7-hydroxymethyl-4-chloroquinoline.

Aufarbeitung

  1. additionadded under ice-
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. dry with materialdried over phosphorus pentoxide
  5. customrecrystallized from chloroform (20 ml)

Quellen und Nachweise

ORD-Eintrag
ord-46de3671617c45bd83848ffcb82be690
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05773449

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