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

HRID 985780

반응식

HRID 985780 반응식
[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

참가 물질

5

반응물 4

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

생성물 1

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

반응 조건

온도
80 °C

실험 절차

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%).

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-b5374acbc004471ead25422deb1580ce
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06872863B2

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