Sulfonium, cyclopropyldiphenyl-, tetrafluoroborate(1-) (1:1)

WHITE FINE CRYSTALLINE POWDER

To a slurry of 3-chloropropyldiphenylsulfonium fluoroborate (13 g, 37.2 mmol) in tetrahydrofuran (150 mL) was added a solution (1 .28M) of potassium tert-butoxide (37.2 mol, 4.2 g) in dimethyl sulfoxide (29 mL) at RT over a period of 1 h. The reaction mixture turned a deep amber color when the base was added [the colour disappeared quickly after each addition, but at the end of the addition, the color remained amber]. The reaction mixture was diluted with dichloromethane (80 mL), stirred for 10 mm then poured onto a mixture of dichloromethane/water (1:1, 100 mL). The phases were separated and the dichloromethane phase collected and evaporated to dryness. The residue was stirred in diethyl ether (1L) for 1 hr and then decanted. The oily residue was crystallized using ethanol/diethyl ether to give the product (4.1 g, 13.1 mmol, 35percent) as a white solid. Mass Spectrum (ESI) m/z = 315.1 (M+H). ‘HNMR (400 IVIFIz, CDC13) ppm 7.99(d, J= 7.6 Hz, 4H), 7.79—7.63 (m, 6H), 4.11—3.86 (m, 1H), 1.71 (d, J= 7.2 Hz, 2H), 1.44(d, J= 3.8 Hz, 2H).

Molecular Weight:314.2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:314.0923645
Monoisotopic Mass:314.0923645
Topological Polar Surface Area:1
Heavy Atom Count:21
Complexity:211
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes