ChemicalBook CAS DataBase List 4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE

4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE synthesis

8synthesis methods

Product Name:4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE
CAS Number:151103-09-2
Molecular formula:C12H12F2O3
Molecular Weight:242.22

7051-34-5 Synthesis

7051-34-5
411 suppliers
$6.00/1g

151103-08-1
268 suppliers
$8.00/250mg

4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE

151103-09-2
188 suppliers
$26.00/250mg

Yield: 99%

Reaction Conditions:

Stage #1:4-difluoromethoxy-3-hydroxybenzaldehyde with potassium carbonate;potassium iodide in dimethyl sulfoxide at 70; for 1 h;
Stage #2:cyclopropylcarbinyl bromide in dimethyl sulfoxide at 70; for 4 h;

Steps:

1 Example 1 : Preparation of 3-(cvclopropylmethoxy)-4-(difluoromethoxy)- benzaldehyde
55 g of 4-(difluoromethoxy)-3-hydroxybenzaldehyde, 42.42 g of K₂C0₃ (1.05 eq), 4.86 g of Kl (0.1 eq) and 220 mL of dimethylsulphoxide (DMSO) were loaded in a reactor. The mixture was heated at 70°C and kept for 1 h. A mixture previously prepared of 42.65 g of bromomethyl cyclopropane (1.08 eq) and 1 10 mL of DMSO was added for 1 hour. The reaction was kept for 3 h at 70°C, and then cooled at room temperature. Once the temperature was reached, 375 mL of toluene was added. The suspension was filtered to remove the remaining K₂C0₃, and then it was cooled at 0-5°C, and 375 mL of deionised water were loaded. The phases were separated and the organic phase was washed twice with 55 mL of deionised water. The solvent was removed at reduced pressure, obtaining 70 g (yield 99%) of 3-(cyclopropylmethoxy)-4-(difluoromethoxy)- benzaldehyde as a viscous yellowish fluid.

References:

INTERQUIM, S.A.;SALAET FERRE, Josep;MARQUILLAS OLONDRIZ, Francisco WO2014/60464, 2014, A1 Location in patent:Page/Page column 15

25934-52-5 Synthesis