4-ETHOXY-3-FLUOROBENZALDEHYDE synthesis
- Product Name:4-ETHOXY-3-FLUOROBENZALDEHYDE
- CAS Number:452-00-6
- Molecular formula:C9H9FO2
- Molecular Weight:168.16
Yield:452-00-6 92%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 20 - 50; for 18 h;
Steps:
29
Intermediate 29: 4-ethoxy-3-fluorobenzaldehyde; To a solution of 3-fluoro-4-hydroxybenzaldehyde (1.0 g, 7.14 mmol) in DMF (15 mL) was added K2CO3 (1.480 g, 10.71 mmol) followed by ethyl iodide (0.865 mL, 10.71 mmol) at rt. The reaction mixture was stirred for 18 h at 50 0C. Water was added and extracted with EtOAc (2x). The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (10-30% EtOAc in heptane) to give A- ethoxy-3-fluorobenzaldehyde (1.100 g, 92 %). 1H NMR (400 MHz, CDCl3) δ ppm 1.36 - 1.62 (m, 3H), 4.21 (q, J= 7.03 Hz, 2H), 6.89 - 7.16 (m, IH), 7.51 - 7.66 (m, 2H), 9.86 (d, J= 2.34 Hz, IH).
References:
WO2008/136756,2008,A1 Location in patent:Page/Page column 124
5749-33-7
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452-00-6
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452-00-6
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$45.00/50mg