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

HRID 1870627노트

반응식

HRID 1870627 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8250cbdbe61f488bb861c6592826dc7b
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06096930

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