Hydrochloric Acid → 1-(5-Bromo-7-Methoxy-1-Benzofuran-2-Yl)Ethan-1-One

HRID 361883

反応式

HRID 361883 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([O:11][CH3:12])[C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=O.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:20][C:21](=[O:23])[CH3:22].Cl>CN(C)C=O.C(OCC)(=O)C>[C:21]([C:22]1[O:10][C:5]2[C:4]([O:11][CH3:12])=[CH:3][C:2]([Br:1])=[CH:9][C:6]=2[CH:7]=1)(=[O:23])[CH3:20]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 2622385-Bromo-2-hydroxy-3-methoxybenzaldehyde

生成物 1

HCID 14913661-(5-Bromo-7-Methoxy-1-Benzofuran-2-Yl)Ethan-1-One収率 34.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

10.0 g of 5-bromo-2-hydroxy-3-methoxybenzaldehyde was dissolved in 39 ml of N,N-dimethylformamide, and the resulting solution was mixed with 11.9 g of anhydrous potassium carbonate and stirred at room temperature. 5.0 g of chloroacetone was added dropwise to the above reaction solution at the same temperature, followed by additional 1 hour of stirring at an elevated temperature of 80° C. The resulting reaction solution was diluted with ethyl acetate and adjusted to pH 2 with concentrated hydrochloric acid, and the resulting organic layer was collected. The organic layer was dried to distill off the solvent, and the resulting residue was purified by silica gel column chromatography, thereby obtaining 4.0 g of 2-acetyl-5-bromo-7-methoxybenzofuran.

後処理

  1. stirringof stirring at an elevated temperature of 80° C
  2. customThe resulting reaction solution
  3. customthe resulting organic layer was collected
  4. customThe organic layer was dried
  5. distillationto distill off the solvent
  6. customthe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-50a5124cb10749cf8be93bddb1e76199
出典データセット
uspto-grants-1999_02
特許番号
US05866577

関連ノート

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