p-Toluenesulfonic acid → 4-Chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran

HRID 440652노트

반응식

HRID 440652 반응식
[Cl:1][C:2]1[C:3]([CH2:12][C:13]([CH3:15])=[CH2:14])=[C:4]([OH:11])[C:5]([N+:8]([O-:10])=[O:9])=[CH:6][CH:7]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[C:3]2[CH2:12][C:13]([CH3:15])([CH3:14])[O:11][C:4]=2[C:5]([N+:8]([O-:10])=[O:9])=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 22404731HCID 22404731, 화합물

생성물 1

HCID 224047764-Chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran수율 84.1%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A mixture of 20.0 g (0.088 mole) of 3-chloro-2-(2-methyl-2-propen-1-yl)-6-nitrophenol and 0.35 g (0.002 mole) of p-toluenesulfonic acid in 100 mL of xylene was heated at reflux for approximately 16 hours. The solvent was evaporated under reduced pressure, leaving a residue which was passed through a column of silica gel, eluting with methylene chloride. The product-containing fractions were combined, washed with an aqueous solution of sodium hydroxide, dried over anhydrous magnesium sulfate, and the solvent evaporated under reduced pressure, yielding 16.85 g of 4-chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran as an oil.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for approximately 16 hours
  3. customThe solvent was evaporated under reduced pressure
  4. customleaving a residue which
  5. washeluting with methylene chloride
  6. washwashed with an aqueous solution of sodium hydroxide
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-e8fbb7ce8b3b4553b3ab175de9ec28ca
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521147

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