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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 270005Erstellt: 26. Oktober 2026

Water → (6-Methyl-[1,1'-biphenyl]-3-yl)methanol

https://huagongshe.com/reaction/270005

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CarbonateHCID 10340—
EduktPhenylboronic AcidHCID 66827—
Edukt3-Iodo-4-methylbenzyl alcoholHCID 5166798—
KatalysatorTriphenylphosphineHCID 11776—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt(6-Methyl-[1,1'-biphenyl]-3-yl)methanolHCID 2308911388,2%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a mixture of compound PPP, (3-iodo-4-methyl-phenyl)-methanol, (4 g, 16.12 mmol) and phenylboronic acid (2.06 g, 16.89 mmol) in 1-propanol (30 mL) was successively added palladium(II) acetate (0.01276 g, 0.05 mmol), triphenyl phosphine (0.042 g, 0.161 mmol), aq. sodium carbonate solution (2 M, 11.44 mL, 22.88 mmol), and water (6 mL). The mixture was heated to 100° C. until reaction is complete (tlc), cooled, quenched with water (20 mL) and extracted into ethyl acetate (3×50 mL). Combined organic layer was washed with 2% aq. sodium bicarbonate (2×25 mL), brine (1×50 mL), dried (MgSO4) and concentrated to yield 2.82 g of (6-methyl-biphenyl-3-yl)-methanol, compound QQQ, that was directly taken into next step without any further purification; Rt: 10.95 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07449481B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-317df5cd4eb34632a371a9c245d9c4e2
Quellennotizuspto-grants-2008_11