Benzoylacetone → 2-(Dimethyl-amino)-1-phenyl-1,3-butanediene

HRID 22280

반응식

HRID 22280 반응식
[C:1]([CH2:9][C:10]([CH3:12])=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[CH:15](OC)[N:16](C)[CH3:17]>>[CH3:15][N:16]([CH3:17])[C:9]([CH:10]=[CH2:12])=[CH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 7166BenzoylacetoneHCID 78373Dimethylformamide dimethyl acetal

생성물 1

HCID 540903252-(Dimethyl-amino)-1-phenyl-1,3-butanediene수율 78%

실험 절차

A mixture of 1-benzoylacetone (24.00 g, 0.15 mole) and dimethylformamide dimethylacetal were stirred overnight at room temperature under argon. The resulting reddish-colored mixture was concentrated on the rotary evaporator, then dissolved in THF (tetrahydrofuran). The resulting solution was stirred and heated to boiling and slowly diluted with hexane. At the point of turbidity heating was discontinued. An orange gum precipitated and rapidly solidified. The mixture was chilled in an ice bath and filtered yielding 25.25 g (78%) of 2-(dimethyl-amino)-1-phenyl-1,3-butanediene m.pt. 72°-74° C.

후처리

  1. concentrationThe resulting reddish-colored mixture was concentrated on the rotary evaporator
  2. dissolutiondissolved in THF (tetrahydrofuran)
  3. stirringThe resulting solution was stirred
  4. temperatureheated
  5. additionslowly diluted with hexane
  6. temperatureAt the point of turbidity heating
  7. customAn orange gum precipitated
  8. temperatureThe mixture was chilled in an ice bath
  9. filtrationfiltered

출처 및 근거

ORD 기록
ord-5f965f4e8b9a40e38f34af36522c9be1
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428045

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