Methanol → 6-Ethynyl-8-hydroxy-2,2,4,4-tetramethyl-chroman

HRID 1869854노트

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HRID 1869854 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[C:10](C#C[Si](C)(C)C)[CH:11]=1)[O:8][C:7]([CH3:19])([CH3:18])[CH2:6][C:5]2([CH3:21])[CH3:20].[C:22](=[O:25])([O-])[O-].[K+].[K+].[CH3:28]O>>[C:11]([C:2]1[CH:3]=[C:4]2[C:9](=[C:22]([OH:25])[CH:28]=1)[O:8][C:7]([CH3:18])([CH3:19])[CH2:6][C:5]2([CH3:20])[CH3:21])#[CH:10]

참가 물질

4

반응물 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 574242166-Bromo-8-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman2회

생성물 1

HCID 211072286-Ethynyl-8-hydroxy-2,2,4,4-tetramethyl-chroman수율 99%

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온도
80 °C

실험 절차

A solution of 6-bromo-8-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman (Intermediate 18, 0.47 g, 1.56 mmol) in methanol (5 mL) was treated with potassium carbonate (0.2 g, 1.45 mmol) and the resulting reaction mixture was heated at 80° C. for 3 h. The solvent was evaporated in vacuo, the residue was diluted with water and extracted with ethyl acetate. The organic phase dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title compound as a brown oil (0.35 g, 99%).

후처리

  1. customthe resulting reaction mixture
  2. customThe solvent was evaporated in vacuo
  3. additionthe residue was diluted with water
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic phase dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-4e7db1e7687e4ba0ac971aa9e3879ed9
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638648B2

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