Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201751Generated: October 24, 2026

Triethylamine → 5-methoxy-2,3-dihydro-1H-isoindol-1-one

https://huagongshe.com/en/reaction/2201751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-5-methoxybenzonitrileHCID 21784096—
ReactantHCID 178418416HCID 178418416—
CatalystHCID 178506421HCID 178506421—
SolventMethanolHCID 887—
Product5-methoxy-2,3-dihydro-1H-isoindol-1-oneHCID 22064719—

Reaction Steps

Methanol (53 mL) and NEt3 (6.90 mL, 49.5 mmol) were added to 2-bromo-5-methoxybenzonitrile (5.25 g, 24.76 mmol) and Pd-dppf (Heraeus) (0.362 g, 0.495 mmol) in a pressure tube. The mixture was stirred under 60 psi of Carbon Monoxide at 80° C. for 8 hr. HPLC analysis (starting material retention time 3.24 min., product retention time 2.82 min.) indicated clean and complete conversion. The obtained solution was concentrated down to a light orange color solid, 6.66 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365512B2
Source datasetuspto-grants-2016_06
ORD IDord-f5d05bc9b37a4eadb2c0816cf9bc4954
Source noteuspto-grants-2016_06