4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE synthesis
- Product Name:4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE
- CAS Number:151103-09-2
- Molecular formula:C12H12F2O3
- Molecular Weight:242.22
7051-34-5
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151103-08-1
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151103-09-2
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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
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1895-39-2
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151103-09-2
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139-85-5
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151103-09-2
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4049-39-2
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151103-09-2
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1381886-14-1
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151103-09-2
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