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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644629Generated: October 25, 2026

Methanol → 4-[2-(2-Methoxy-ethoxy)-ethoxy]-2,3-dihydro-1H-isoindole

https://huagongshe.com/reaction/644629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant2-(4-methoxy-benzyl)-4-[2-(2-methoxy-ethoxy)-ethoxy]-2,3-dihydro-1H-isoindoleHCID 59263146—
Solvent1,2-DichloroethaneHCID 11—
Product4-[2-(2-Methoxy-ethoxy)-ethoxy]-2,3-dihydro-1H-isoindoleHCID 59263135—

Reaction Steps

A solution of 2-(4-methoxy-benzyl)-4-[2-(2-methoxy-ethoxy)-ethoxy]-2,3-dihydro-1H-isoindole (45 mg, 0.13 mmol) in 1,2-dichloroethane (2 mL) was treated with α-chloroethyl chloroformate (0.1 mL, 0.93 mmol). After 17 hours, methanol (5 mL) was added and the mixture stirred for 3 hours. The solvents were removed in vacuo to afford the title compound as a greenish-black solid, which was used without further purification. 1H NMR (methanol-d4) 7.36 (1H, t), 6.98 (2H, d), 4.60 (2H, s), 4.57 (2H, s), 4.23-4.21 (2H, m), 3.85-3.83 (2H, m), 3.69-3.67 (2H, m), 3.57-3.54 (2H, m), 3.36 (3H, s). MS: [M+H]+ 238.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700625B2
Source datasetuspto-grants-2010_04
ORD IDord-95e36fac525947c5ad19176e63db5392
Source noteuspto-grants-2010_04