1-(4-T-Butylphenyl)-3-chloropropan-1-one → 5-Tert-butyl-2,3-dihydroinden-1-one

HRID 451587

Reaktionsgleichung

Reaktionsgleichung von HRID 451587
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:15])[CH2:12][CH2:13]Cl)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>S(=O)(=O)(O)O>[C:1]([C:5]1[CH:10]=[C:9]2[C:8](=[CH:7][CH:6]=1)[C:11](=[O:15])[CH2:12][CH2:13]2)([CH3:4])([CH3:3])[CH3:2]

Komponenten

3

Edukt 1

HCID 222283931-(4-T-Butylphenyl)-3-chloropropan-1-one

Produkt 1

HCID 110305765-Tert-butyl-2,3-dihydroinden-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

1-(4-tert-Butylphenyl)-3-chloro-1-propanone (22.25 g, 99 mmol) was dissolved in concentrated sulfuric acid (100 ml) and heated on a water bath at 95° C. for 2.5 hours. The reaction mixture was cooled, poured onto ice, and extracted with diethyl ether. The combined organic extracts were washed with saturated aqueous sodium bicarbonate, dried with magnesium sulfate, and the filtrate was evaporated under reduced pressure to provide the title compound which was used without further purification in the next step.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. additionpoured onto ice
  3. extractionextracted with diethyl ether
  4. washThe combined organic extracts were washed with saturated aqueous sodium bicarbonate
  5. dry with materialdried with magnesium sulfate
  6. customthe filtrate was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-04a17c82613e47bba8fff76f66057048
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08487116B2

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