6-(Difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde 2-oxide → 6-(Difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde

HRID 39330

반응식

HRID 39330 반응식
[F:1][CH:2]([F:20])[O:3][C:4]1[C:9]2[O:10][C:11]3[CH:16]=[CH:15][N+:14]([O-])=[CH:13][C:12]=3[C:8]=2[C:7]([CH:18]=[O:19])=[CH:6][CH:5]=1>C(O)(=O)C.ClCCl.[Fe]>[F:20][CH:2]([F:1])[O:3][C:4]1[C:9]2[O:10][C:11]3[CH:16]=[CH:15][N:14]=[CH:13][C:12]=3[C:8]=2[C:7]([CH:18]=[O:19])=[CH:6][CH:5]=1

참가 물질

5

반응물 1

HCID 866431186-(Difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde 2-oxide

생성물 1

HCID 593961516-(Difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde수율 65%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 6344Dichloromethane용매

실험 절차

To a well stirred suspension of 6-(difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde 2-oxide (1.0 g, 3.6 mmol) in acetic acid (15 mL) was added iron powder (800 mg, 14.28 mmol) and the mixture was stirred at about 60° C. for about 15-30 minutes. Excess acetic acid was removed under reduced pressure. The residue obtained was diluted with dichloromethane (50 mL) and filtered through a celite bed and the filtrate was washed with water (3×25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified through a silica gel column using ethyl acetate in dichloromethane as an eluent to give 6-(difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde as a white solid.

후처리

  1. stirringthe mixture was stirred at about 60° C. for about 15-30 minutes
  2. customExcess acetic acid was removed under reduced pressure
  3. customThe residue obtained
  4. filtrationfiltered through a celite bed
  5. washthe filtrate was washed with water (3×25 mL)
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customto give the crude product
  9. customThe crude product was purified through a silica gel column

출처 및 근거

ORD 기록
ord-65a1a55b7bb549e9bba6537c79432be3
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524905B2

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