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US 2018/0022725 A1Published application
Process for the Preparation of 4-Phenyldibenzothiophene
AssigneeAlbemarle Corporation
InventorsEric L. Williams, Dean K. Hoglen
Life of this patent
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Abstract
The invention relates to a novel method for the preparation of 4-phenyldibenzo[b,d]thiophene which can be conducted in one pot up to the thiophene ring formation. The synthesis is based upon dihalobenzenes and phenyllithium, which are readily obtainable, and can give higher yields (based upon either reactant) than the yields current methods, which use a synthetic pathway based upon dibenzo[b,d]thiophene.
Claims10
A method for the preparation of a 4-phenyldibenzo[b,d]thiophene, the method comprising the following steps:
- a) reacting a dihalobenzene with a phenyllithium to give a terphenyllithium:
- b) reacting the terphenyllithium with sulfur to give a thiollithium:
- c) treating the thiollithium with an acid to form a thiol;
- and
- d) reacting the thiol with an oxidizer to form the 4-phenyldibenzo[b,d]thiophene:
- wherein R, R1, R2, R3, R4, R5, and R6 are each independently selected from the group consisting of hydrogen, phenyl, an alkyl substituent (—Cn) and an ether substituent (—Cm1—O—Cm2), where n, m1 and m2 are each an integer, with each of n and (m1+m2+1) being in the range of 0 to 16;
- and wherein
- X1 and X2 are each independently selected from the group consisting of chlorine, iodine and bromine.
5 more elements
Dependencies are inferred from the claim text.