ChemicalBook CAS DataBase List 2-Fluoro-4-methoxybenzaldehyde

2-Fluoro-4-methoxybenzaldehyde synthesis

7synthesis methods

Product Name:2-Fluoro-4-methoxybenzaldehyde
CAS Number:331-64-6
Molecular formula:C8H7FO2
Molecular Weight:154.14

26412-87-3 Synthesis

26412-87-3
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$21.21/50gm:

405-09-4 Synthesis

405-09-4
65 suppliers
$24.00/1g

331-64-6
247 suppliers
$14.00/1g

Yield:331-64-6 88%

Reaction Conditions:

with potassium hydrogensulfate;triethylamine in dimethyl sulfoxide;

Steps:

24.4 4

4 2-fluoro-4-methoxybenzaldehyde Triethylamine (0.92 ml, 6.60 mmol) was added to a solution of 2-fluoro-4-methoxybenzylalcohol (346.9 mg, 2.22 mmol) in DMSO (8 ml). Pyridine sulfur trioxide (1.0501 g, 6.60 mmol) was added portionwise to the mixture checking raise of the temperature. The mixture was stirred for 0.5 hours. The mixture was added to 5% KHSO₄ aqueous solution, extracted three times with ethyl acetate and dried over MgSO₄. The mixture was concentrated and purified by silica gel chromatography (hexane/ether=5/1) to give the title compound (301 mg; 88%). ¹H-NMR(CDCl₃) 10.21 (s, 1H), 7.83 (t, 1H, J =8.3 Hz), 6.79 (ddd, 1H, J=8.3, 2.3, 0.7 Hz), 6.65 (dd, 1H, J=12.2, 2.3 Hz), 3.88 (s, 3H)

References:

US6194461,2001,B1