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HCID 11726907, 화합물 → 5-Acetoxy-4,6-di-tert-butyl-2,2-dimethyl-2,3-dihydrobenzofuran

HRID 1376973
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HRID 1376973 반응식
[C:1]([O:4][C:5]1[C:10]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:9][C:8]([O:15]CC(C)=C)=[CH:7][C:6]=1[C:20]([CH3:23])([CH3:22])[CH3:21])(=[O:3])[CH3:2]>CN(C)C1C=CC=CC=1>[C:1]([O:4][C:5]1[C:10]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:9][C:8]2[O:15][C:6]([CH3:20])([CH3:7])[CH2:5][C:7]=2[C:6]=1[C:20]([CH3:23])([CH3:21])[CH3:22])(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 11726907HCID 11726907, 화합물

생성물 1

HCID 109800835-Acetoxy-4,6-di-tert-butyl-2,2-dimethyl-2,3-dihydrobenzofuran수율 107.2%

시약·촉매·용매 1

HCID 949N,N-Dimethylaniline용매

실험 절차

4-Acetoxy-3,5-di-tert-butyl-1-(2-methyl-2-propenyloxy)benzene (2.22 g) was dissolved in N,N-dimethylaniline (8 ml) and the solution was refluxed under a nitrogen atmosphere for 36 h. After cooling to room temperature, the reaction solution was concentrated under reduced pressure and, after addition of 1N HCl (5 ml) and diethyl ether (10 ml), stirring was continued for 15 min. The organic layer was separated and the aqueous layer was subjected to extraction with diethyl ether. The combined extracts were washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by silica gel chromatography (5% ethyl acetate in n-hexane) to afford 5-acetoxy-4,6-di-tert-butyl-2,2-dimethyl-2,3-dihydrobenzofuran [1.19 g (yield, 54%)] as a white solid.

후처리

  1. temperaturethe solution was refluxed under a nitrogen atmosphere for 36 h
  2. concentrationthe reaction solution was concentrated under reduced pressure
  3. additionafter addition of 1N HCl (5 ml) and diethyl ether (10 ml)
  4. customThe organic layer was separated
  5. extractionthe aqueous layer was subjected to extraction with diethyl ether
  6. washThe combined extracts were washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated
  9. customThe concentrate was purified by silica gel chromatography (5% ethyl acetate in n-hexane)

출처 및 근거

ORD 기록
ord-e8a44f091f5d4ba087f4616b95e0647f
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05663373

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