ChemicalBook CAS DataBase List 4-FLUOROBENZENESULFONYL FLUORIDE

4-FLUOROBENZENESULFONYL FLUORIDE synthesis

12synthesis methods

Product Name:4-FLUOROBENZENESULFONYL FLUORIDE
CAS Number:368-85-4
Molecular formula:C6H4F2O2S
Molecular Weight:178.16

349-88-2 Synthesis

349-88-2
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368-85-4
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Yield:368-85-4 94%

Reaction Conditions:

with potassium fluoride;18-crown-6 ether in acetonitrile at 20; for 5 h;

Steps:

14

4-Fluorobenzenesulfonyl chloride (1.46 g, 7.5 mmol, 1.0 equivalents), potassium fluoride (2.18 g, 37.5 mmol, 5 equivalents) and 18 crown 6 (50 mg) were stirred in acetonitrile (15ml), at room temperature, under argon, for 5h. Saturated aqueous sodium bicarbonate (50 ml) was added and then the mixture was extracted with ethyl acetate (2x50ml). The organic extracts were combined, washed with saturated aqueous sodium bicarbonate (25ml), dried with magnesium sulphate, filtered and evaporated to dryness. 4-Fluorobenzenesulfonyl fluoride (D14) was obtained as a yellow oil (1.25, 94%). ¹³C-NMR (CDCI₃): δ 117.3 (d, J = 30Hz), 129.0 (m), 131.6 (d, J = 10Hz), 166.9 (d, J=260Hz)

References:

WO2006/38006,2006,A2 Location in patent:Page/Page column 23

371-40-4 Synthesis