Methanol → 4-[5-Methyl-2-(2-naphthyl)-4-oxazolylmethoxy]benzyl alcohol

HRID 1294221Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1294221
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=2)=[N:4][C:3]=1[CH2:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=[O:24])=[CH:21][CH:20]=1.O1CCCC1.CO.[BH4-].[Na+]>O>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=2)=[N:4][C:3]=1[CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:23][OH:24])=[CH:25][CH:26]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 185461594-[5-Methyl-2-(2-naphthyl)-4-oxazolylmethoxy]benzaldehyde

Produkt 1

HCID 688833594-[5-Methyl-2-(2-naphthyl)-4-oxazolylmethoxy]benzyl alcoholAusbeute 95,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]benzaldehyde (6.00 g), tetrahydrofuran (80 mL) and methanol (20 mL) was gradually added sodium borohydride (330 mg) at room temperature. After stirring for 30 min., water was added to the reaction mixture, and the precipitated crystals were collected by filtration and recrystallized from acetone-methanol to give colorless prism crystals (5.76 g, 95%) of 4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]benzyl alcohol. melting point: 181-182° C.

Aufarbeitung

  1. customat room temperature
  2. filtrationthe precipitated crystals were collected by filtration
  3. customrecrystallized from acetone-methanol

Quellen und Nachweise

ORD-Eintrag
ord-81a421e52c1a488eaaff4402bbab01ec
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238716B2

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