Hydrogen Bromide → 7-bromo-4-(bromoacetyl)-2H-chromen-2-one

HRID 741830

反応式

HRID 741830 の反応式
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:13]([O:15]CC)=[CH2:14])=[CH:7][C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1.C1C(=O)N([Br:25])C(=O)C1.Br.OS([O-])=O.[Na+]>CC#N.O.C(OCC)(=O)C>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:13](=[O:14])[CH2:15][Br:25])=[CH:7][C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 260Hydrogen BromideHCID 67184N-bromobutanimideHCID 233702047-bromo-4-(1-ethoxyvinyl)-2H-chromen-2-oneHCID 23665763Sodium Bisulfite

生成物 1

HCID 233702397-bromo-4-(bromoacetyl)-2H-chromen-2-one

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 18373917Acetonitrile--water (1/1)溶媒

実験手順

To a solution of vinyl ether from Step 1 (1.02 g) in CH3CN:H2O 4:1 (25 mL) were successively added NBS (0.82 g) and concentrated HBr (20 μL). After being stirred at r.t. for 4 h, the reaction mixture was treated with 5% aqueous NaHSO3 (1 mL). Ethyl acetate was then added and the organic phase was washed with saturated aqueous NaHCO3, H2O and brine, dried (MgSO4) and evaporated. Flash chromatography of the residue (silica gel; hexane/EtOAc (85:15)) afforded the title compound as a white solid.

後処理

  1. washthe organic phase was washed with saturated aqueous NaHCO3, H2O and brine
  2. dry with materialdried (MgSO4)
  3. customevaporated

出典と根拠

ORDレコード
ord-33c10a59f86a4b8dbee8b2a4e829a096
出典データセット
uspto-grants-1996_09
特許番号
US05552437

関連ノート

読み込み中…