Water → 4-(5-Methyl-2-phenyl-4-oxazolylmethoxy)benzyl alcohol

HRID 584340

Reaktionsgleichung

Reaktionsgleichung von HRID 584340
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[CH:17][CH:16]=1.O1CCCC1.[BH4-].[Na+].O>CO>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:21][CH:22]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 107561164-(5-Methyl-2-phenyl-4-oxazolyl)methoxybenzaldehyde

Produkt 1

HCID 110228074-(5-Methyl-2-phenyl-4-oxazolylmethoxy)benzyl alcoholAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzaldehyde (33.42 g) in methanol (150 ml)-tetrahydrofuran (30 ml), sodium borohydride (4.31 g) was added in portions at 0° C. After stirring for 30 minutes at room temperature, water was added to the reaction mixture and the mixture was stirred for 1 hour. The crystals of 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzylalcohol (32.85 g, yield 98%) was were isolated by filtration. Recrystallization from ethyl acetate-diethylether gave pale yellow crystals. m.p. 128-129° C.

Aufarbeitung

  1. stirringthe mixture was stirred for 1 hour

Quellen und Nachweise

ORD-Eintrag
ord-535bdedc83c740f0bf2589adac16f393
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06924300B2

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