Formaldehyde → Bis(3-phenyl-2-indenyl)methane

HRID 985782

反応式

HRID 985782 の反応式
[C:1]1([CH:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C=O.[C:18]1([CH3:28])[CH:23]=[CH:22][C:21](S(O)(=O)=O)=[CH:20][CH:19]=1>C1(C)C=CC=CC=1>[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH2:9][C:8]2[CH2:28][C:18]3[C:23]([C:7]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 712FormaldehydeHCID 6101p-Toluenesulfonic acidHCID 5196741-Phenyl-1H-indene

生成物 1

HCID 22508191Bis(3-phenyl-2-indenyl)methane収率 246.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

In a 500 mL flask equipped with magnetic stirring bar were introduced 4.46 g (0.023 moles) of 1-phenyl-indene, 0.35 g (0.0117 moles) of formalin and 0.88 g (0.0046 moles) of para-toluenesulphonic acid in 200 ml of toluene; the mixture was heated to 80° C. and was maintained under stirring for 6 hours at 80° C. Then the reaction was quenched with water/NaHCO3; 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 4.5 g of bis(3-phenyl-2-indenyl)methane (purity of 97.3% by G.C.; yield=95.2%).

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-2637fa600f7a46f2855c676231b5e3fc
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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