Potassium Carbonate → HCID 10654815、化合物

HRID 278046ノート

反応式

HRID 278046 の反応式
[CH3:1][C:2]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:4]([CH:5]=O)[C:3]=1[OH:11].C(=O)([O-])[O-].[K+].[K+].[CH2:18]([O:20]C(OCC)CBr)[CH3:19].C(=O)(O)[O-].[Na+]>CN(C)C=O.C(O)(=O)C.CCOCC>[CH3:10][C:7]1[C:4]2[CH:5]=[C:19]([CH:18]=[O:20])[O:11][C:3]=2[C:2]([CH3:1])=[CH:9][CH:8]=1

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 516892Sodium BicarbonateHCID 8192973,6-Dimethylsalicylaldehyde

生成物 1

HCID 10654815HCID 10654815、化合物

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

To 200 ml of a solution of 17.4 g of 3,6-dimethylsalicylaldehyde in N,N-dimethyformamide were added 32 g of anhydrous potassium carbonate and 17.8 ml of bromoacetaldehyde diethyl acetal. The resulting mixture was stirred at 150° C. for 2.5 hours, cooled to room temperature by allowing to stand, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography to give 23.4 g of an ether. This ether was dissolved in 120 ml of acetic acid. The resulting solution was refluxed under nitrogen stream for 8 hours, cooled to room temperature by allowing to stand, and poured into a saturated aqueous solution of sodium bicarbonate. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The resulting crude product was washed with hexane to give 7.8 g of the title compound as a pale yellow solid.

後処理

  1. temperaturecooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated
  6. customThe resulting residue was purified by silica gel column chromatography
  7. customto give 23.4 g of an ether
  8. temperatureThe resulting solution was refluxed under nitrogen stream for 8 hours
  9. temperaturecooled to room temperature
  10. extractionThe resulting mixture was extracted with ethyl acetate
  11. washThe organic layer was washed with brine
  12. dry with materialdried over anhydrous magnesium sulfate
  13. customthe solvent was evaporated
  14. washThe resulting crude product was washed with hexane

出典と根拠

ORDレコード
ord-7e025ebcd324481bbee0db56e7ab308a
出典データセット
uspto-grants-2002_03
特許番号
US06358995B1

反応ノート

読み込み中…