Potassium Carbonate → 4-Propoxy-2,3-dihydro-1H-inden-1-one

HRID 2377230ノート

反応式

HRID 2377230 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:11].C(=O)([O-])[O-].[K+].[K+].[CH2:18](I)[CH2:19][CH3:20]>CC(C)=O>[CH2:18]([O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:11])[CH2:19][CH3:20]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 5905474-Hydroxy-1-indanone

生成物 1

HCID 607305354-Propoxy-2,3-dihydro-1H-inden-1-one

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a suspension of 4-hydroxy-1-indanone (1.0 g, 6.75 mmol) in acetone (30 mL) was added potassium carbonate (2.8 g, 20.24 mmol) and propyl iodide (0.72 mL, 7.42 mmol) and the reaction mixture was heated to reflux for about 7 hours. The reaction was cooled, concentrated under vacuum and partitioned between water and dichloromethane. The layers were separated and the aqueous layer was extracted with dichloromethane. The combined organic extracts were dried (Na2SO4), filtered and concentrated under vacuum and the residue was purified by flash column chromatography on silica gel using dichloromethane as the mobile phase to provide the desired product. MS (APCI): m/z 191 (M+H)+.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for about 7 hours
  3. temperatureThe reaction was cooled
  4. concentrationconcentrated under vacuum
  5. custompartitioned between water and dichloromethane
  6. customThe layers were separated
  7. extractionthe aqueous layer was extracted with dichloromethane
  8. dry with materialThe combined organic extracts were dried (Na2SO4)
  9. filtrationfiltered
  10. concentrationconcentrated under vacuum
  11. customthe residue was purified by flash column chromatography on silica gel

出典と根拠

ORDレコード
ord-ec3b8374dd3449449c3f4a7692d3875b
出典データセット
uspto-grants-2008_12
特許番号
US07468371B2

反応ノート

読み込み中…