Water → 5-Bromo-3-(2-methoxyethyl)benzo[d]oxazol-2(3H)-one

HRID 600329

Reaktionsgleichung

Reaktionsgleichung von HRID 600329
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[CH:11]=1.Br[CH2:13][CH2:14][O:15][CH3:16].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[N:7]([CH2:13][CH2:14][O:15][CH3:16])[C:6]=2[CH:11]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 268532-Benzoxazolinone, 5-bromo-HCID 809722-Bromoethyl methyl ether

Produkt 1

HCID 579996905-Bromo-3-(2-methoxyethyl)benzo[d]oxazol-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 5-bromobenzo[d]oxazol-2(3H)-one (2.06 g), 1-bromo-2-methoxyethane (1.085 mL) and potassium carbonate (3.99 g) in acetonitrile (15 mL) was heated at 60° C. for 16 h. Water was added and the mixture was extracted with ethyl acetate (3 times). The organic layers were dried over magnesium sulfate, evaporated and purified by flash silica chromatography eluting with 5:1 isohexane/acetone to give the subtitle compound (1.359 g).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate (3 times)
  2. dry with materialThe organic layers were dried over magnesium sulfate
  3. customevaporated
  4. custompurified by flash silica chromatography
  5. washeluting with 5:1 isohexane/acetone

Quellen und Nachweise

ORD-Eintrag
ord-f266f099fe2b4d08929103f9150f70a2
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902181B2

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