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

HRID 1452380

反応式

HRID 1452380 の反応式
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]

参加物

5

反応物 4

HCID 962WaterHCID 6228Dimethylformamide2 回HCID 24813Phosphorus oxychlorideHCID 118223325-Acetoxy-4,6-di-tert-butylbenzofuran

生成物 1

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

実験手順

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-tertbutylbenzofuran (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.

後処理

  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)

出典と根拠

ORDレコード
ord-ed7b8138683840dab044634b94055ae3
出典データセット
uspto-grants-1997_02
特許番号
US05606089

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