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

HRID 466922ノート

反応式

HRID 466922 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-54ea592d61eb4e96a7737c1eaf0d4b4c
出典データセット
uspto-grants-1992_10
特許番号
US05158597

反応ノート

読み込み中…