Water → 5-Acetoxy-4,6-di-tert-butyl-2-formylbenzofuran

HRID 1376996노트

반응식

HRID 1376996 반응식
P(Cl)(Cl)(Cl)=O.[C:6]([O:9][C:10]1[C:11]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:12][C:13]2[O:17][CH:16]=[CH:15][C:14]=2[C:18]=1[C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:8])[CH3:7].O.CN(C)[CH:30]=[O:31]>>[C:6]([O:9][C:10]1[C:11]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:12][C:13]2[O:17][C:16]([CH:30]=[O:31])=[CH:15][C:14]=2[C:18]=1[C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:8])[CH3:7]

참가 물질

5

반응물 4

HCID 962WaterHCID 6228Dimethylformamide2회HCID 24813Phosphorus oxychlorideHCID 118223325-Acetoxy-4,6-di-tert-butylbenzofuran

생성물 1

HCID 229186695-Acetoxy-4,6-di-tert-butyl-2-formylbenzofuran수율 86%

실험 절차

Phosphorus oxychloride (1.1 g) was added dropwise to N,N-dimethylformamide (0.4 g) under cooling with ice and, subsequently, a solution of 5-acetoxy-4,6-di-tert-butylbenzofuran (1.0 g) in N,N-dimethylformamide (2 ml) was added dropwise. The mixture was stirred first at room temperature for 20 min, then under heating at 80° C. for 75 min. After cooling, the reaction mixture was poured into water and subjected to extraction ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by silica gel chromatography (10% ethyl acetate in n-hexane) to afford 5-acetoxy-4,6-di-tert-butyl-2-formylbenzofuran [0.95 g (yield, 86%)] as a colorless, fine-grained crystal.

후처리

  1. temperatureunder cooling with ice
  2. temperatureunder heating at 80° C. for 75 min
  3. temperatureAfter cooling
  4. extractionsubjected to extraction ethyl acetate
  5. washThe organic layer was washed with water and saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customThe concentrate was purified by silica gel chromatography (10% ethyl acetate in n-hexane)

출처 및 근거

ORD 기록
ord-1f8dc7ff76d0497f910a3ff59586e23e
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05663373

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