Methane, dichloromethoxy- → 2,2,4,6,7-Pentamethyl-2,3-dihydro-1H-indene-5-carbaldehyde

HRID 1870627ノート

反応式

HRID 1870627 の反応式
[CH3:1][C:2]1([CH3:14])[CH2:10][C:9]2[C:4](=[C:5]([CH3:13])[C:6]([CH3:12])=[CH:7][C:8]=2[CH3:11])[CH2:3]1.C[O:16][CH:17](Cl)Cl>ClCCl.Cl[Ti](Cl)(Cl)Cl>[CH3:1][C:2]1([CH3:14])[CH2:10][C:9]2[C:4](=[C:5]([CH3:13])[C:6]([CH3:12])=[C:7]([CH:17]=[O:16])[C:8]=2[CH3:11])[CH2:3]1

参加物

5

反応物 2

HCID 21004Methane, dichloromethoxy-HCID 148388462,2,4,5,7-Pentamethyl-2,3-dihydro-1H-indene

生成物 1

HCID 137335152,2,4,6,7-Pentamethyl-2,3-dihydro-1H-indene-5-carbaldehyde収率 95%

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 24.5 g of the 2,2,4,6,7-pentamethylindane in 100 ml of dry dichloromethane was continuously added 18.5 ml of α,α-dichloromethyl methyl ether and 17.6 ml of TiCl4 at 0° C. The reaction mixture was stirred at room temperature for 2 hours, quenched with 200 ml of water, and separated the organic layer. The aqueous layer was extracted with dichloromethane. The combined organic layer was dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by silica-gel column chromatography to afford 26.8 g of the title compound as yellow solid.

後処理

  1. customat 0° C
  2. customquenched with 200 ml of water
  3. customseparated the organic layer
  4. extractionThe aqueous layer was extracted with dichloromethane
  5. dry with materialThe combined organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customThe residue was purified by silica-gel column chromatography

出典と根拠

ORDレコード
ord-8250cbdbe61f488bb861c6592826dc7b
出典データセット
uspto-grants-2000_08
特許番号
US06096930

反応ノート

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