1,1-Dichloroethane → 2-(4-Dodecanoylphenyl)ethyl acetate

HRID 862858

Reaktionsgleichung

Reaktionsgleichung von HRID 862858
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]([O:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:7])[CH3:6].[C:17](Cl)(=[O:28])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].Cl[CH:31](Cl)C>>[C:5]([O:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17](=[O:28])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:31])=[CH:13][CH:12]=1)(=[O:7])[CH3:6]

Komponenten

5

Edukt 4

HCID 63651,1-DichloroethaneHCID 76542-Phenylethyl AcetateHCID 87287Undecanoyl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 218493882-(4-Dodecanoylphenyl)ethyl acetate

Versuchsvorschrift

Aluminum chloride (48.2 g) was added to dichloroethane (400 ml) in a stream of nitrogen and the mixture was stirred at room temperature. Then, phenethyl acetate (39.6 g) and undecanoyl chloride (52.7 g) were dropwise added thereto under ice-cooling and the mixture was stirred at room temperature overnight. The reaction mixture was poured into ice water and extracted with diethyl ether. The ether layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled away and the residue obtained was purified by silica gel column chromatography (eluent; ethyl acetate:hexane=1:20) to give the subject compound (34.5 g) as pale yellow crystals.

Aufarbeitung

  1. temperatureunder ice-cooling
  2. stirringthe mixture was stirred at room temperature overnight
  3. extractionextracted with diethyl ether
  4. washThe ether layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled away
  7. customthe residue obtained
  8. customwas purified by silica gel column chromatography (eluent; ethyl acetate:hexane=1:20)

Quellen und Nachweise

ORD-Eintrag
ord-bd86d97c1b374446baa6f73cbdd65cb0
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05719176

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