Potassium Carbonate → (2,4-Dichloro-phenyl)(6-iodo-benzofuran-2-yl)-methanone

HRID 29248

反応式

HRID 29248 の反応式
[I:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4]([OH:10])[CH:3]=1.Cl[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[Cl:22])=[O:14].C([O-])([O-])=O.[K+].[K+]>CN(C)C=O>[Cl:22][C:16]1[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=1[C:13]([C:12]1[O:10][C:4]2[CH:3]=[C:2]([I:1])[CH:9]=[CH:8][C:5]=2[CH:6]=1)=[O:14]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 202502,2',4'-TrichloroacetophenoneHCID 183515132-Hydroxy-4-iodobenzaldehyde

生成物 1

HCID 59788945(2,4-Dichloro-phenyl)(6-iodo-benzofuran-2-yl)-methanone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-iodo-2-hydroxy-benzaldehyde (5.4 g, 22 mmol) and 2-chloro-1-(2,4dichlorophenyl)ethanone (11.2 g, 50.0 mmol) in anhydrous N,N-dimethylformamide (100 mL) was added K2CO3 (12.0 g, 86.9 mmol). The dark brown reaction mixture was stirred at 90 C for 48 h, then poured onto water (150 mL) and extracted with ethyl acetate. The solvent was removed under reduced pressure and the residue was purified by column chromatography, eluting with 50% hexanes in dichloromethane. The desired product was obtained as an orange solid (2.06 g, 23%). 1H-NMR (CDCl3) δ 7.98 (s, 1H), 7.70 (dd, J=8.3, 1.3 Hz, 1H), 7.54-7.21 (m, 5H).

後処理

  1. additionpoured onto water (150 mL)
  2. extractionextracted with ethyl acetate
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was purified by column chromatography
  5. washeluting with 50% hexanes in dichloromethane

出典と根拠

ORDレコード
ord-2481382c178a47fdb1cac3a80d13ab25
出典データセット
uspto-grants-2008_09
特許番号
US07420066B2

関連ノート

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