Toluene → 2,2-Bis(2'-methoxyphenyl)propane

HRID 359184노트

반응식

HRID 359184 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH3:18])=[CH2:10].[C:19]1(C)C=CC=CC=1.C1(OC)C=CC=CC=1.COCCO[AlH2-]OCCOC.[Na+]>CCCCCC>[CH3:18][O:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:9]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])([CH3:19])[CH3:10]

참가 물질

6

반응물 4

HCID 1140TolueneHCID 7519AnisoleHCID 46392831,1-Bis(2-methoxyphenyl)etheneHCID 16684438Red-Al

생성물 1

HCID 5787142,2-Bis(2'-methoxyphenyl)propane

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

1,1-Bis(2-methoxyphenyl)ethene (15.6 g), toluene (35 ml) and anisole (35 ml) were combined in a flask and 35 ml of a 3.7M hexane solution of Red-Al was added. The mixture was heated to reflux with stirring whereupon it turned dark red. After 2 hours the heat was removed and the mixture was allowed to stir overnight. The excess hydride reagent was carefully quenched with 1.0N hydrochloric acid. The mixture was then diluted with ether and the ethereal solution separated, dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain a golden-brown oil. This was triturated with hexane to obtain 3.70 of the title compound. The proton and carbon NMR spectra were consistent with the assigned structure.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. customAfter 2 hours the heat was removed
  4. stirringto stir overnight
  5. customThe excess hydride reagent was carefully quenched with 1.0N hydrochloric acid
  6. additionThe mixture was then diluted with ether
  7. customthe ethereal solution separated
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated by evaporation under reduced pressure
  11. customto obtain a golden-brown oil
  12. customThis was triturated with hexane

출처 및 근거

ORD 기록
ord-1aa94845e25747c3b827a3a28517dba7
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04999448

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