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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423522Generated: October 30, 2026

Ethanol → 4-(5-Bromo-2-pyridinyl)phenol

https://huagongshe.com/reaction/423522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2,5-DibromopyridineHCID 69353—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product4-(5-Bromo-2-pyridinyl)phenolHCID 13638846224%

Reaction Steps

4-(5-Bromo-2-pyridinyl)phenol (0.25 g, 24%) was prepared as a white solid from (4-hydroxyphenyl)boronic acid (0.60 g, 4.22 mmol), 2,5-dibromopyridine (1.0 g, 4.22 mmol), 2M Na2CO3 (6 mL), EtOH (2 mL) and Pd(PPh3)4 (0.15 g, 0.13 mmol) in toluene (4 mL) in a manner similar to Example 1, Step 1, except the reaction was heated overnight. 1H NMR (400 MHz, CDCl3): δ 8.68 (d, 1H, J=2.2 Hz), 7.90-7.80 (m, 3H), 7.56 (d, 1H, J=8.5 Hz), 6.92 (d, 2H, J=8.5 Hz), 5.18 (bs, 1H); LRMS (ESI), m/z 250/252 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101634B2
Source datasetuspto-grants-2012_01
ORD IDord-99f39151233e4884ac14a1fe283db327
Source noteuspto-grants-2012_01