Coumaranone → 2-(4-Fluorophenyl)benzofuran

HRID 22762

반응식

HRID 22762 반응식
[O:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](=O)[CH2:2]1.[F:11][C:12]1[CH:17]=[CH:16][C:15]([Mg]Br)=[CH:14][CH:13]=1>CCOCC>[F:11][C:12]1[CH:17]=[CH:16][C:15]([C:2]2[O:1][C:9]3[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=3[CH:3]=2)=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 23556CoumaranoneHCID 178418676HCID 178418676, 화합물

생성물 1

HCID 118166742-(4-Fluorophenyl)benzofuran

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To an ice-cold solution of 3-coumaranone (10 mmol, 1.34 g) in ether (20 mL) was added 4-fluoro-phenyl magnesium bromide (2 M in ether, 20 mmol, 10 mL) and the reaction stirred for 3.5 hours. The reaction was quenched with H2O (10 mL), the pH was adjusted to 7 with sufficient 10% HCl and extracted with ether (3×10 mL). The ether extract was collected, dried, filtered, and evaporated to dryness. The residue was purified by silica gel chromatography (eluent:hexanes) to obtain 4-fluorophenyl-benzofuran.

후처리

  1. customThe reaction was quenched with H2O (10 mL)
  2. extractionextracted with ether (3×10 mL)
  3. extractionThe ether extract
  4. customwas collected
  5. customdried
  6. filtrationfiltered
  7. customevaporated to dryness
  8. customThe residue was purified by silica gel chromatography (eluent:hexanes)

출처 및 근거

ORD 기록
ord-9731858122894a2a8f723ce5c0d16ded
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849629B2

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