m-Chloroperbenzoic acid → HCID 118537054, compound
Reaction equation
[F:1][C:2]1[S:6][C:5]2[CH2:7][S:8][CH2:9][C:4]=2[C:3]=1[F:10].ClC1C=C(C=CC=1)C(OO)=O>>[F:1][C:2]1[S:6][C:5]2=[CH:7][S:8][CH:9]=[C:4]2[C:3]=1[F:10]Participants
Procedure
In an alternate embodiment, a method is described of producing a monomer wherein the method begins by dissolving 3-fluoro-4,6 dihydrothieno[3,4-b]thiophene in tetrahydrofuran in a non-oxygen atmosphere to create a solution. An initiator of n-butyllithium is then added to the solution to produce an initiated solution. This is followed by adding N-fluorobenzenesulfonimide to the initiated solution to produce 2,3-difluoro-4,6-dihydrothieno[3,4-b]thiophene. 2,3-difluoro-4,6-dihydrothieno[3,4-b]thiophene is then oxidized with meta-chloroperoxybenzoic acid to produce 2,3-difluorothieno[3,4-b]thiophene. 2,3-difluorothieno[3,4-b]thiophene is then bromoated with N-bromosuccinimide to produce 4,6-dibromo-2,3-difluorothieno[2,3-c]thiophene. The final step involves debrominating 4,6-dibromo-2,3-difluorothieno[2,3-c]thiophene and adding an aryl group to produce the monomer
Sources & evidence
- ORD record
- ord-48f57653d6624e7dba1222a517cdd28c
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09278980B2
Reaction notes
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