Reaktion #1054660

Reaktionsgleichung

2-(2,4-Dichlorophenyl)-ethanol

triphenylphosphine

7-Hydroxy-benzo[1,3]dioxole-5-carboxylic acid ethyl ester

DEAD

→

7-[2-(2,4-Dichloro-phenyl)-ethoxy]-benzo[1,3]dioxole-5-carboxylic acid ethyl ester

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe polymer was filtered off
2. 2
   Waschenwashed with ethyl acetate
3. 3
   SonstigeThe solvent was removed under reduced pressure
4. 4
   Waschenthe solution was washed three times with water
5. 5
   TrocknenThe organic phase was dried with magnesium sulphate
6. 6
   Filtrationfiltered
7. 7
   Sonstigethe solvent was removed under reduced pressure
8. 8
   SonstigeThe residue was chromatographed on silica gel eluting with ethyl acetate/n-heptane (1/5)

Vorschrift

410 mg (1.95 mmol) of 7-Hydroxy-benzo[1,3]dioxole-5-carboxylic acid ethyl ester was dissolved in 20 ml of anhydrous tetrahydrofuran. To this solution was added 410 mg (2.15 mmol) of 2-(2,4-Dichlorophenyl)-ethanol, 1.9 g (equivalent to 5.85 mmol PPh3) of triphenylphosphine derivatized polystyrene and 1.0 g (5.85 mmol) of DEAD. The solution was shaken for 16 h at RT. The polymer was filtered off and washed with ethyl acetate. The solvent was removed under reduced pressure. The residue was taken-up in ethyl acetate and the solution was washed three times with water and twice with saturated aqueous sodium chloride. The organic phase was dried with magnesium sulphate, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluting with ethyl acetate/n-heptane (1/5).

Quelle