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

HRID 2121098

반응식

HRID 2121098 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-82df646569fa474eb94813285ba91a8c
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06693156B1

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