Hydrogen Bromide → 2-Bromo-1-(2-phenyl-benzoxazol-6-yl)-butan-1-one

HRID 1619958Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1619958
[C:1]1([C:7]2[O:8][C:9]3[CH:15]=[C:14]([C:16](=[O:20])[CH2:17][CH2:18][CH3:19])[CH:13]=[CH:12][C:10]=3[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br-:21].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.Br.C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.O>[Br:21][CH:17]([CH2:18][CH3:19])[C:16]([C:14]1[CH:13]=[CH:12][C:10]2[N:11]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[O:8][C:9]=2[CH:15]=1)=[O:20]

Komponenten

7

Edukt 4

HCID 260Hydrogen BromideHCID 11430Potassium CarbonateHCID 21124087PyridiniumtribromideHCID 674660111-(2-Phenyl-benzoxazol-6-yl)butan-1-one

Produkt 1

HCID 866890652-Bromo-1-(2-phenyl-benzoxazol-6-yl)-butan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

400 mg (1.51 mmol) 1-(2-phenyl-benzoxazol-6-yl)-butan-1-one and 643 mg (1.81 mmol) pyridinium tribromide are dissolved in 4 ml glacial acetic acid at RT, then 1.04 ml (5.40 mmol) hydrogen bromide, dissolved 30% in glacial acetic acid, are added and the mixture is stirred for 1 h at RT. Then the reaction mixture is mixed with water and adjusted to pH 8 with 5% potassium carbonate solution, then it is extracted with DCM, the org. phase is dried on magnesium sulphate and the solv. is eliminated completely in vacuo. The residue is separated through silica gel (eluant cyclohexane/EA).

Aufarbeitung

  1. additionare added
  2. extractionit is extracted with DCM
  3. customphase is dried on magnesium sulphate
  4. customThe residue is separated through silica gel (eluant cyclohexane/EA)

Quellen und Nachweise

ORD-Eintrag
ord-2aff2ccdaab2469fa39985af4e4f2357
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772323B2

Notizen zur Reaktion

Wird geladen…