2-Methyl-2-butene → 2,4,6,7-Tetramethyl-5-nitrodihydrobenzofuran-2-carboxylic acid

HRID 1987776노트

반응식

HRID 1987776 반응식
[CH3:1][C:2]1([CH:17]=[O:18])[CH2:6][CH:5]2[CH:7]([CH3:16])[C:8]([N+:13]([O-:15])=[O:14])=[C:9]([CH3:12])[C:10]([CH3:11])=[C:4]2[O:3]1.CC(=CC)C.Cl([O-])=[O:25].[Na+].[Na].[H][H]>C(O)(C)(C)C.O>[CH3:1][C:2]1([C:17]([OH:25])=[O:18])[CH2:6][CH:5]2[CH:7]([CH3:16])[C:8]([N+:13]([O-:15])=[O:14])=[C:9]([CH3:12])[C:10]([CH3:11])=[C:4]2[O:3]1

참가 물질

7

반응물 4

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 866073542,4,6,7-Tetramethyl-5-nitrodihydrobenzofuran-2-aldehydeHCID 178506446HCID 178506446, 화합물

생성물 1

HCID 688444542,4,6,7-Tetramethyl-5-nitrodihydrobenzofuran-2-carboxylic acid수율 47.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6386tert-Butanol용매

실험 절차

2.39 g of 2,4,6,7-tetramethyl-5-nitrodihydrobenzofuran-2-aldehyde and 31 g of 2-methyl-2-butene were dissolved in 190 ml of t-butanol and a solution prepared by dissolving 7.77 g of sodium chlorite and 10.1 g of sodium dihydrogen phospahte dehydrate in 78 ml of water was added dropwise under ice cooling, followed by stirring at room temperature for 2 hours. After 2-methyl-2-butene and t-butanol were distilled off under reduced pressure, water was added and the reaction solution was extracted with ether. The solution was washed with saturated saline and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure and the residue was crystallized from ether-hexane to obtain 1.20 g of the objective product.

후처리

  1. customa solution prepared
  2. additionwas added dropwise under ice cooling
  3. distillationAfter 2-methyl-2-butene and t-butanol were distilled off under reduced pressure, water
  4. additionwas added
  5. extractionthe reaction solution was extracted with ether
  6. washThe solution was washed with saturated saline
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. customthe residue was crystallized from ether-hexane

출처 및 근거

ORD 기록
ord-7095fec11cb34b9b85c6c27de258702d
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553837B2

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