Formaldehyde → Bis(4,7-dimethyl-2-indenyl)methane

HRID 985780

反応式

HRID 985780 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[CH:4]=[CH:5][CH2:6]2.[CH2:12]=O.[C:14]1([CH3:24])[CH:19]=[CH:18][C:17](S(O)(=O)=O)=[CH:16][CH:15]=1.[C:25]1([CH3:31])[CH:30]=CC=C[CH:26]=1>>[CH3:24][C:14]1[CH:19]=[CH:18][C:17]([CH3:12])=[C:16]2[C:15]=1[CH:26]=[C:25]([CH2:31][C:5]1[CH2:4][C:3]3[C:7]([CH:6]=1)=[C:8]([CH3:11])[CH:9]=[CH:10][C:2]=3[CH3:1])[CH2:30]2

参加物

5

反応物 4

HCID 712FormaldehydeHCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 814584,7-dimethyl-1H-indene

生成物 1

HCID 11381059Bis(4,7-dimethyl-2-indenyl)methane収率 44.1%

反応条件

温度
80 °C

実験手順

In a 500 mL flask equipped with magnetic stirring bar were introduced 10 g (0.069 moles) of 4,7-dimethyl-indene, 1.04 g (0.035 moles) of formalin and 2.64 g (0.014 moles) of para-toluenesulphonic acid in 100 ml of toluene; the mixture was heated to 80° C. and was maintained under stirring for 3 hours at 80° C. Then the reaction was quenched with water/NaHCO3; the conversion, measured by gas chromatographic analysis, was 82.4%. The organic layer was separated, washed with water and brought to dryness under reduced pressure. The crude product was crystallized upon standing at room temperature, and then was further purified by washing with pentane or MeOH, thus isolating 5.1 g of bis(4,7-dimethyl-2-indenyl)methane (purity of 90.2% by G.C.; yield=44.1%).

後処理

  1. customIn a 500 mL flask equipped with magnetic stirring bar
  2. temperaturewas maintained
  3. customThen the reaction was quenched with water/NaHCO3
  4. customThe organic layer was separated
  5. washwashed with water
  6. customThe crude product was crystallized
  7. customupon standing at room temperature
  8. customwas further purified
  9. washby washing with pentane or MeOH

出典と根拠

ORDレコード
ord-b5374acbc004471ead25422deb1580ce
出典データセット
uspto-grants-2005_03
特許番号
US06872863B2

関連ノート

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