Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859205Generated: October 26, 2026

Diethyl Ether → 4-Bromo-3-(2,3-dihydro-indol-1-ylmethyl)-benzonitrile

https://huagongshe.com/reaction/1859205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
ReactantIndolineHCID 10328—
Reactant4-Bromo-3-(bromomethyl)benzonitrileHCID 11471344—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-3-(2,3-dihydro-indol-1-ylmethyl)-benzonitrileHCID 22123286—

Reaction Steps

A mixture of 4-bromo-3-bromomethyl-benzonitrile (2.66 g, 9.7 mmol), indoline (1.14 mL, 10.2 mmol) and triethylamine (1.60 mL, 11.5 mmol) was heated at reflux for 18 h in dry tetrahydrofuran (50 mL). The flask was cooled and ether (100 mL) was added. Evaporation gave crude 4-bromo-3-(2,3-dihydro-indol-1-ylmethyl)-benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06153641
Source datasetuspto-grants-2000_11
ORD IDord-ffc3e5abe42642188546013b39817110
Source noteuspto-grants-2000_11