Acetone → 1,5-Bis(4-trifluoromethylphenyl)-penta-1,4-diene-3-one

HRID 1248068노트

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HRID 1248068 반응식
[OH-].[Na+].[F:3][C:4]([F:14])([F:13])[C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1.[CH3:15][C:16]([CH3:18])=[O:17].Cl>CCCCCCC.C(O)(C)C>[F:3][C:4]([F:14])([F:13])[C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH:15][C:16](=[O:17])[CH:18]=[CH:9][C:8]2[CH:7]=[CH:6][C:5]([C:4]([F:3])([F:13])[F:14])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1

참가 물질

7

반응물 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 679964-(Trifluoromethyl)benzaldehyde

생성물 1

HCID 5922411,5-Bis(4-trifluoromethylphenyl)-penta-1,4-diene-3-one수율 74.6%

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 8900Heptane용매2회

반응 조건

온도
20 °C

실험 절차

A solution of sodium hydroxide (15 g of 10% aqueous) is added with stirring, and under a nitrogen atmosphere to a solution of 4-trifluoromethylbenzaldehyde (6.42 g; 0.369 mol) in heptane (70 ml). Next, a solution of acetone (10.7 g; 0.184 mol) in heptane (30 ml) is added to the above two phase system at a temperature range of from 25° C. to 30° C. over a period of two hours. The reaction mixture is then stirred for two hours at 25° C. to 30° C. Concentrated hydrochloric acid (9.4 ml) and isopropyl alcohol (48 ml) are then added, the mixture heated at reflux for 1.5 hours, and is then cooled to 20° C. The precipitated solid is filtered, washed with heptane (40 ml), and water and dried under vacuum to afford 50.8 g of title product, 98.8% pure, mp 154° C. to 156° C. (yield: 73.7%).

후처리

  1. stirringThe reaction mixture is then stirred for two hours at 25° C. to 30° C
  2. temperaturethe mixture heated
  3. temperatureat reflux for 1.5 hours
  4. filtrationThe precipitated solid is filtered
  5. washwashed with heptane (40 ml), and water
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-2312fb2aa5914a529f67b9146ca10b3b
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04521629

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