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US 11,708,380 B2Granted
Selective alkylation of cyclopentadiene
AssigneeEntegris, Inc.
InventorsPaul Hinkle, Scott A. Laneman, Victoria Weidner
Life of this patent
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Abstract
Provided is a process for the mono-alkylation of cyclopentadiene, utilizing a cyclopentadiene magnesium halide and a metal salt of an alkyl or aryl sulfonate as co-reactant with an alkyl halide alkylating reactant. The process provides facile methodology for the mono-alkylation of cyclopentadiene, with conversions as high as about 96 percent and selectivity for mono-alkylation (over higher level alkylation, such as di- or tri-) as high as about 99%.
Claims13
A process for preparing a compound of Formula (I):
- wherein R is chosen from C1-C8 alkyl, the process comprising contacting
- (A) the reaction product of (a) a compound of the formula:
- wherein X is chloro or bromo, and (b) a compound of the formula MO3SR′, wherein M is chosen from alkali metals or alkaline earth metals, and R′ is C1-C8 alkyl, phenyl, or phenyl substituted with one or more C1-C8 alkyl groups or phenyl;
- and
- (B) a compound of the formula R-X′, wherein X′ is chosen from chloro, bromo, iodo, alkyl-sulfonate, or aryl-sulfonate, to produce the compound of Formula (I).
2 more elements
A compound of the formula
- wherein R′ is chosen from C1-C8 alkyl, phenyl, or phenyl substituted with one or more C1-C8 alkyl groups or phenyl.
Dependencies are inferred from the claim text.