Benzaldehyde → 2-Phenylmethylenecyclopentanone

HRID 1964761ノート

反応式

HRID 1964761 の反応式
C1(N2CCOCC2)CCCC=1.[CH:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15]C=1.Cl.[CH:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH:15](=[C:16]1[CH2:17][CH2:18][CH2:13][C:12]1=[O:19])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

5

反応物 4

HCID 240BenzaldehydeHCID 241BenzeneHCID 313Hydrochloric AcidHCID 702941-Morpholinocyclopentene

生成物 1

HCID 2668132-Phenylmethylenecyclopentanone収率 84.6%

反応条件

温度
30 °C

実験手順

With reflux device installed, 36.8 g (0.24 mol) of N-cyclopentenyl morpholine, 27.2 g (0.20 mol) of benzaldehyde and 200 mL of benzene were added to a round bottom flask and heated under reflux for 20 h. The resulting solution was cooled to 30° C., and slowing stirring while 62 mL of hydrochloric acid (6 mol/L) was added to the solution. After stirring for 2 h at room temperature, the benzene layer was separated and washed with water to neutral, and dried over anhydrous sodium sulfate overnight. Then the mixture was filtered and benzene was recovered by evaporation under reduced pressure. The residue was cooled and solidified, then recrystallized in cyclohexane/ethanol to yield 2-benzylidene-cyclopentanone with a yield of 84.6%.

後処理

  1. temperatureWith reflux device
  2. temperatureheated
  3. temperatureunder reflux for 20 h
  4. additionwas added to the solution
  5. customthe benzene layer was separated
  6. washwashed with water to neutral, and
  7. dry with materialdried over anhydrous sodium sulfate overnight
  8. filtrationThen the mixture was filtered
  9. custombenzene was recovered by evaporation under reduced pressure
  10. temperatureThe residue was cooled
  11. customrecrystallized in cyclohexane/ethanol

出典と根拠

ORDレコード
ord-850b737d4a904ac7a4954ae3353b843c
出典データセット
uspto-grants-2013_04
特許番号
US08415505B2

反応ノート

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