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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219902Generated: October 28, 2026

Benzonitrile, 3-(bromomethyl)- → 3-[(2-Hydroxyethoxy)methyl]benzonitrile

https://huagongshe.com/reaction/219902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzonitrile, 3-(bromomethyl)-HCID 97249—
ReactantN'-hydroxy-3-[(2-methoxyethoxy)methyl]benzenecarboximidamideHCID 74313394—
SolventEthylene GlycolHCID 174—
Product3-[(2-Hydroxyethoxy)methyl]benzonitrileHCID 28414032—

Reaction Steps

The title compound was obtained following procedure described for Intermediate 75 but starting from 3-(bromomethyl)benzonitrile (1 g, 5.1 mmol) and ethylene glycol (10 mL) to give the title compound as a yellowish oil. 1H NMR (DMSO-d6, 300 MHz) δ 7.80 (bs, 1H), 7.76-7.74 (m, 2H), 7.69-7.67 (m, 1H), 7.59-7.53 (m, 1H), 4.68 (t, J=5.4 Hz, 1H), 4.55 (s, 2H), 3.58-3.53 (m, 2H), 3.50-3.46 (m, 2H). HPLC (Method A) Rt 2.31 min (Purity: 83.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202865B2
Source datasetuspto-grants-2012_06
ORD IDord-2dcad39b29e649d8b44d6a5e3c5aa7d8
Source noteuspto-grants-2012_06