Reaktion #545663

Reaktionsgleichung

water

3,5-dihydroxybenzaldehyde

K2CO3

10-bromodecane-1-ol

→

3,5-Bis(10-hydroxydecyloxyl)benzaldehyde

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas returned to room temperature
2. 2
   Extraktionthe organic layer was extracted with ether (100 mL×3)
3. 3
   Waschenwashed with saturated brine
4. 4
   Trocknendried with anhydrous Na2SO4
5. 5
   SonstigeThe solvent was removed
6. 6
   Sonstigean evaporator, whereby brown liquid A-3
7. 7
   Sonstigewas obtained (crude yield: 4.418 g)
8. 8
   SonstigeThe product was not purified at this stage
9. 9
   Sonstigedirectly used for the next reaction

Vorschrift

1.18 g of 3,5-dihydroxybenzaldehyde A-2 (8.56 mmol) and 6.15 g of K2CO3 (44.5 mmol, 5.2 eq.) were added to 4.47 g of 10-bromodecane-1-ol A-1 (18.8 mmol, 2.2 eq.) dissolved in 100 mL of DMF, and the mixture was stirred in nitrogen atmosphere at 50° C. for 48 hours. After the temperature was returned to room temperature, the reaction was stopped by adding 50 mL of water and the organic layer was extracted with ether (100 mL×3). The extracted organic layers were combined, washed with saturated brine and dried with anhydrous Na2SO4. The solvent was removed by using an evaporator, whereby brown liquid A-3 was obtained (crude yield: 4.418 g). The product was not purified at this stage and directly used for the next reaction.

Quelle