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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334916Generated: October 27, 2026

2-(2,4-Dimethoxy-benzyl)-4-(2-dimethylamino-ethoxy)-2,3-dihydro-1H-isoindole → [2-(2,3-Dihydro-1H-isoindol-4-yloxy)-ethyl]-dimethyl-amine

https://huagongshe.com/reaction/334916

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(2,4-Dimethoxy-benzyl)-4-(2-dimethylamino-ethoxy)-2,3-dihydro-1H-isoindoleHCID 59263107—
SolventTrifluoroacetic acidHCID 6422—
SolventAnisoleHCID 7519—
SolventEthyl AcetateHCID 8857—
Product[2-(2,3-Dihydro-1H-isoindol-4-yloxy)-ethyl]-dimethyl-amineHCID 46915187242.4%

Reaction Steps

A solution of 2-(2,4-dimethoxy-benzyl)-4-(2-dimethylamino-ethoxy)-2,3-dihydro-1H-isoindole (170 mg, 0.48 mmol) in trifluoroacetic acid (0.5 mL) and anisole (0.5 mL) was heated at 150° C. under microwave irradiation for 10 minutes. The mixture was diluted with ethyl acetate and extracted twice with water. The combined aqueous extracts were concentrated to give the title compound as a purple oil (240 mg, including residual TFA and/or water). 1H NMR (methanol-d4) 7.42 (1H, t), 7.07 (1H, d), 7.04 (1H, d), 4.64 (4H, br.s), 4.47-4.44 (2H, m), 3.65-3.63 (2H, m), 3.01 (6H, s). MS: [M+H]+ 207.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883790B2
Source datasetuspto-grants-2014_11
ORD IDord-829ca34a99e24eaab08c85bbaa2c9777
Source noteuspto-grants-2014_11