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

HRID 1619958ノート

反応式

HRID 1619958 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒2 回HCID 962Water溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-2aff2ccdaab2469fa39985af4e4f2357
出典データセット
uspto-grants-2014_07
特許番号
US08772323B2

反応ノート

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