Water → 4-(2-Phenylpropan-2-yl)benzaldehyde

HRID 1025537

반응식

HRID 1025537 반응식
[CH3:1][C:2]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:3].N12CC3CC(CC(C3)C1)C2.O.[C:27]([O-])([O-])=[O:28].[K+].[K+]>C(O)(C(F)(F)F)=O>[C:10]1([C:2]([C:4]2[CH:9]=[CH:8][C:7]([CH:27]=[O:28])=[CH:6][CH:5]=2)([CH3:1])[CH3:3])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 13065DimethyldiphenylmethaneHCID 1361061-Azatricyclo(3.3.1.13,7)decane

생성물 1

HCID 185094134-(2-Phenylpropan-2-yl)benzaldehyde

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

반응 조건

온도
100 °C

실험 절차

A suspension of propane-2,2-diyldibenzene (3.93 g, 20 mmol) and 1-aza-tricyclo[3.3.1.1*3,7*]decane (2.80 g, 20 mmol) in TFA (35 mL) was heated at 100° C. for 16 h. The reaction mixture was allowed to cool to RT, poured onto cold water and made alkaline (pH=9) with solid K2CO3. The aqueous solution was extracted with Et2O (3×250 mL) and the separated organics were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, petroleum ether:EtOAc 95:5) affording the title compound (3.47 g, 15.46 mmol).

후처리

  1. temperatureto cool to RT
  2. extractionThe aqueous solution was extracted with Et2O (3×250 mL)
  3. dry with materialthe separated organics were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by flash chromatography (silica gel, petroleum ether:EtOAc 95:5)

출처 및 근거

ORD 기록
ord-ea912622638f403596548aa4bad79d7d
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729098B2

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