Methanol → Methyl (2,3-dihydro-1H-inden-2-yl)acetate

HRID 1665439노트

반응식

HRID 1665439 반응식
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[CH2:10][C:11]([OH:13])=[O:12].S(Cl)(Cl)=O.[CH3:18]O>>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1][CH:2]1[CH2:10][C:11]([O:13][CH3:18])=[O:12]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 51749552-(2,3-dihydro-1H-inden-2-yl)acetic Acid

생성물 1

HCID 14090225Methyl (2,3-dihydro-1H-inden-2-yl)acetate수율 100%

실험 절차

Under nitrogen atmosphere, 2-(2,3-dihydro-1H-inden-2-yl)acetic acid (Lanc, 19.6 g, 111 mmol) was dissolved in methanol (100 mL) and cooled in an ice bath. Thionyl chloride (9.7 mL, 133 mmol) was slowly added dropwise thereto under stirring. After completing the dropwise addition, the ice bath was removed and the reaction solution was additionally stirred for 30 minutes. Upon the completion of the reaction, the reaction solution was added in small portions to ice-cold sodium bicarbonate solution under stirring. The reaction mixture was extracted twice with ethyl acetate, and the obtained organic layer was washed once with water, dried over anhydrous magnesium sulfate, and the reaction solution was concentrated to obtain the target compound (21.2 g, Yield 100%).

후처리

  1. temperaturecooled in an ice bath
  2. additionthe dropwise addition
  3. customthe ice bath was removed
  4. stirringthe reaction solution was additionally stirred for 30 minutes
  5. customUpon the completion of the reaction
  6. additionthe reaction solution was added in small portions to ice-cold sodium bicarbonate solution
  7. stirringunder stirring
  8. extractionThe reaction mixture was extracted twice with ethyl acetate
  9. washthe obtained organic layer was washed once with water
  10. dry with materialdried over anhydrous magnesium sulfate
  11. concentrationthe reaction solution was concentrated

출처 및 근거

ORD 기록
ord-daf2d37ea15548399e5777cf0650d3a4
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039514B2

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