HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Iodobenzoic acid → 158938-08-0 4-N-Pentoxyterphenyl-carbonic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Iodobenzoic acid | HCID 12085 | — |
| Edukt | Triisopropyl borate | HCID 21531 | — |
| Edukt | 4'-Pentyloxybiphenyl-4-boronic Acid | HCID 11358071 | — |
| Produkt | 158938-08-0 4-N-Pentoxyterphenyl-carbonic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06762315B1 |
| Quelldatensatz | uspto-grants-2004_07 |
| ORD ID | ord-48beeecbfadc4539802f36ccdcca8b83 |
| Quellennotiz | uspto-grants-2004_07 |