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ChemicalBook CAS DataBase List Bicyclo[1.1.1]pentan-1-yl(phenyl)sulphane
98585-81-0

Bicyclo[1.1.1]pentan-1-yl(phenyl)sulphane synthesis

3synthesis methods
-

Yield:98585-81-0 100%

Reaction Conditions:

in diethyl ether at 20; for 0.25 h;

Steps:

[1.1.1]Propellane (1) quantification:

A 1 M thiophenol solution in diethyl ether (165 mg,1.50 mL, 1.5 mmol) was added to 1 mL of the propellane (1) solution and the mixturewas stirred for 15 min at rt. The solution was diluted with 10 mL of pentane andwashed with 10 mL of 1 M NaOH solution. The organic layer was dried by theaddition of Na2SO4. The mixture was filtered through a glass funnel and the solventwas evaporated under reduced pressure to give the target compound 5a (0.0920 g,0.522 mmol) as a colorless oil.The yield of the reaction is assumed to be quantitative according to K. B. Wiberg, S.T. Waddell, J. Am. Chem. Soc. 1990, 112, 2194-2216.

References:

B?r, Robin M.;Heinrich, Gregor;Nieger, Martin;Fuhr, Olaf;Br?se, Stefan [Beilstein Journal of Organic Chemistry,2019,vol. 15,p. 1172 - 1180] Location in patent:supporting information