Dibromomethane → 2-(1,3-Dithietan-2-ylidene)-2-phenyl-1-p-tolylethanone

https://huagongshe.com/reaction/1471901

Participants

Role	Name	HCID	Charge
Reactant	Dibromomethane	HCID 3024	—
Reactant	Carbon Disulfide	HCID 6348	—
Reactant	1-(4-Methylphenyl)-2-phenylethan-1-one	HCID 228016	—
Reactant	Potassium tert-butoxide	HCID 23665647	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	2-(1,3-Dithietan-2-ylidene)-2-phenyl-1-p-tolylethanone	HCID 86657580	—

Reaction Conditions

Temperature	25 °C

Reaction Steps

To a solution of 2-phenyl-1-p-tolylethanone (3.00 g, 14.27 mmol) in THF (50.0 mL) was added KOtBu (30.0 mL, 30.0 mmol), CS2 (0.862 mL, 14.27 mmol) and dibromomethane (0.994 mL, 14.27 mmol). The reaction was stirred at 25° C. for 12 h, quenched with water (40.0 mL) and extracted with EtOAc (3×50.0 mL). The combined organics were dried over MgSO4, filtered, and concentrated to give the title compound as a brown oil without further purification. LCMS m/z=299.2 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09012478B2
Source dataset	uspto-grants-2015_04
ORD ID	ord-14fb23a9150b4be7acbf6fba4caa287d
Source note	uspto-grants-2015_04