US 11,840,504 B2
Method for preparing perfluoroalkyl sulfinate ester
Xiaobing Wan, Suzhou (CN); and Hanghang Wang, Suzhou (CN)
Assigned to SOOCHOW UNIVERSITY, Suzhou (CN)
Filed by SOOCHOW UNIVERSITY, Suzhou (CN)
Filed on Mar. 18, 2021, as Appl. No. 17/205,937.
Application 17/205,937 is a continuation of application No. PCT/CN2018/106582, filed on Sep. 19, 2018.
Prior Publication US 2021/0221769 A1, Jul. 22, 2021
Int. Cl. C07C 313/04 (2006.01)
CPC C07C 313/04 (2013.01) 5 Claims
 
1. A method for preparing a perfluoroalkylsulfinate ester, comprising:
reacting an α-carbonyldiazo compound with a sodium perfluoroalkylsulfinate in the presence of a transition metal compound as a catalyst, with a peroxide as an oxidant, in an organic solvent, to obtain the perfluoroalkylsulfinate ester,
wherein the α-carbonyldiazo compound has the following chemical structural formula:

OG Complex Work Unit Chemistry
R1 is selected from the group consisting of naphthyl, thienyl, alkyl, alkoxy, and phenol; or R1 is

OG Complex Work Unit Chemistry
 R2 is selected from the group consisting of hydrogen, methyl, ethyl, tert-butyl, methoxy, phenyl, fluorine, chlorine, bromine, trifluoromethyl, hydroxyl, acetoxy, and p-toluenesulfonyloxy;
wherein the sodium perfluoroalkylsulfinate is

OG Complex Work Unit Chemistry
wherein the transition metal compound is selected from the group consisting of a copper compound, a cobalt compound, and an iron compound;
wherein the peroxide is hydrogen peroxide or tert-butyl hydroperoxide (TBHP); and
wherein the perfluoroalkylsulfinate ester has the following chemical structural formula:

OG Complex Work Unit Chemistry
 n is 1 to 8.