Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476374Generated: October 31, 2026

Dimethylformamide → trans-1,2-Bis(6-decyl-3-methylthionaphthalen-2-yl)ethylene

https://huagongshe.com/reaction/1476374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant6-Decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthaleneHCID 86704389—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Producttrans-1,2-Bis(6-decyl-3-methylthionaphthalen-2-yl)ethyleneHCID 86704390257.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

Pd(PPh3)4 (322 mg, 0.29 mmol, 7 mol %) was added to a DMF (40 ml) solution of 6-decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthalene (compound (4)-81) (1.9 g, 4.1 mmol) and 1,2-bis(tributylstanyl)ethylene (compound (5)-05). The mixture was heated and stirred at 90° C. for 17 hours in a dark place, diluted with water, and extracted with chloroform. The extracted solution was dried with MgSO4, and condensed. The residue was refined by column chromatography (silica gel, developed with dichloromethane) to obtain trans-1,2-bis(6-decyl-3-methylthionaphthalen-2-yl)ethylene (compound (6)-64) (2.3 g, quantitative) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018630B2
Source datasetuspto-grants-2015_04
ORD IDord-b461464825884dc88a49c9c2d00db565
Source noteuspto-grants-2015_04