Monobenzone → 5-(p-Hydroxyphenoxy)pyrimidine

HRID 76130

Reaktionsgleichung

Reaktionsgleichung von HRID 76130
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1C=CC=CC=1.BrC1[CH:18]=[N:19][CH:20]=[N:21]C=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C.O>[OH:15][C:12]1[CH:11]=[CH:10][C:9]([O:8][C:1]2[CH:2]=[N:21][CH:20]=[N:19][CH:18]=2)=[CH:14][CH:13]=1

Komponenten

6

Edukt 3

HCID 7638MonobenzoneHCID 10796Cesium carbonateHCID 783445-Bromopyrimidine

Produkt 1

HCID 129406205-(p-Hydroxyphenoxy)pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To 1.00 g (4.99 mmol) 4-(benzyloxy)phenol and 794 mg (4.99 mmol) 5-bromo-pyrimidine in 5 mL DMF are added 3.25 g (9.99 mmol) Cs2CO3 and the reaction mixture is stirred at 120° C. for 6 h in a microwave oven. Then the reaction mixture is diluted with water and extracted with EtOAc. The organic layer is dried with Na2SO4 and the solvent is removed in vacuo. The residue is purified by HPLC (MeOH/H2O/NH3).

Aufarbeitung

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer is dried with Na2SO4
  3. customthe solvent is removed in vacuo
  4. customThe residue is purified by HPLC (MeOH/H2O/NH3)

Quellen und Nachweise

ORD-Eintrag
ord-e7978093a2dc4120954dbcd795fa8f7e
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835472B2

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