Boron tribromide → 4-(5-Chlorooxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenol

HRID 81382Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 81382
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:10]=[C:9]([C:11]3[CH:16]=[C:15]([CH3:17])[C:14]([O:18]C)=[C:13]([CH3:20])[CH:12]=3)[O:8][C:6]=2[N:7]=1.B(Br)(Br)Br.[Na]>ClCCl>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:10]=[C:9]([C:11]3[CH:12]=[C:13]([CH3:20])[C:14]([OH:18])=[C:15]([CH3:17])[CH:16]=3)[O:8][C:6]=2[N:7]=1

Komponenten

5

Edukt 3

HCID 25134Boron tribromide2×HCID 5360545SodiumHCID 866759545-Chloro-2-(4-methoxy-3,5-dimethylphenyl)oxazolo[5,4-d]pyrimidine

Produkt 1

HCID 1363977474-(5-Chlorooxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenolAusbeute 87,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 1.2 g of 5-chloro-2-(4-methoxy-3,5-dimethyl-phenyl)-oxazolo[5,4-d]pyrimidine in 42 ml of dichloromethane was cooled to 0° C., and over a period of 10 min 10 ml of a 1 M solution of boron tribromide in dichloromethane was added. The mixture was stirred at 0° C. for 1 h, and then another 3 ml of a 1 M solution of boron tribromide in dichloromethane were added. After stirring for another 1 h, 20 ml of a saturated aqueous solution of sodium hydrogencarboante were added slowly. The precipitate was filtered off and washed with water to give 1 g of the title compound.

Aufarbeitung

  1. stirringAfter stirring for another 1 h
  2. filtrationThe precipitate was filtered off
  3. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-86e8d823011f4aa8bebe9cec77982dbd
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846692B2

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