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

HRID 1025537

反応式

HRID 1025537 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-ea912622638f403596548aa4bad79d7d
出典データセット
uspto-grants-2014_05
特許番号
US08729098B2

関連ノート

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