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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1884206Erstellt: 25. Oktober 2026

4-Iodobenzoic acid → 158938-08-0 4-N-Pentoxyterphenyl-carbonic acid

https://huagongshe.com/reaction/1884206

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Iodobenzoic acidHCID 12085—
EduktTriisopropyl borateHCID 21531—
Edukt4'-Pentyloxybiphenyl-4-boronic AcidHCID 11358071—
Produkt158938-08-0 4-N-Pentoxyterphenyl-carbonic acidHCID 9798987—

Reaktionsschritte

In a first step, 4′-bromo-4-hydroxybiphenyl is reacted with an n-pentyl halide to give the corresponding 4′-bromo-4-n-pentoxybiphenyl. The 4′-bromo-4-n-pentoxybiphenyl is reacted in a second step with n-butyllithium at −78° C. to form, by transmetallation, 4′-lithium-4-n-pentoxybiphenyl which, in another step likewise at −78° C., is reacted with triisopropyl borate. Hydrolysis and work-up result in 4′-n-pentoxybiphenyl-4-boronic acid which is reacted in further steps with 4-iodobenzoic acid in a standard Suzuki coupling. The 4″-n-pentoxy[1,1′:4′,1″]-terphenyl-4-carboxylic acid is obtained as crude product which is purified by chromatography on silica gel.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06762315B1
Quelldatensatzuspto-grants-2004_07
ORD IDord-48beeecbfadc4539802f36ccdcca8b83
Quellennotizuspto-grants-2004_07