Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712701Generated: October 30, 2026

Diethyl Ether → 1-(3-Bromopyridin-4-yl)ethanol

https://huagongshe.com/reaction/712701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-Bromopyridine-4-carboxaldehydeHCID 2762997—
ReactantHCID 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
Product1-(3-Bromopyridin-4-yl)ethanolHCID 66797853—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cooled (0° C.) solution of 3-bromo-pyridine-4-carbaldehyde (2.0 g, 10.8 mmol) in dry THF (45 mL) is added methyl magnesium bromide solution in Et2O (3M; 3.9 mL, 11.8 mmol). The mixture is stirred at 0° C. for 1 h then warmed and stirred at room temperature for 1 h. Saturated aqueous NH4Cl solution is added and the mixture is extracted with EtOAc. The organic layers are combined and concentrated to afford 2.1 g of 1-(3-bromo-pyridin-4-yl)-ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-40dbab02ed7f43e985c7d559cb9f341e
Source noteuspto-grants-2015_11