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

HRID 29248

반응식

HRID 29248 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2481382c178a47fdb1cac3a80d13ab25
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420066B2

연결된 노트

불러오는 중…