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

HRID 1665439ノート

反応式

HRID 1665439 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-daf2d37ea15548399e5777cf0650d3a4
出典データセット
uspto-grants-2011_10
特許番号
US08039514B2

反応ノート

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