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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210137Generated: October 25, 2026

1H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)- → 2-(Phthalimidomethyloxy)pyridine

https://huagongshe.com/reaction/2210137

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)-HCID 79244—
ReactantHCID 178516071HCID 178516071—
CatalystHCID 178418647HCID 178418647—
SolventBenzeneHCID 241—
Product2-(Phthalimidomethyloxy)pyridineHCID 1907915239.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

In 4 ml of benzene were suspended 0.095 g (1.0 mmol) of 2-hydroxypyridine and 0.14 g (0.5 mmol) of silver carbonate, N-bromomethylphthalimide [0.29 g (1.2 mmol)] was added at room temperature, and the mixture was stirred at 80° C. for 14 hours under heating. After cooling, the residue was filtered and the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate/hexane=10:l) to obtain powder. The powder was recrystallized from ethyl acetate to obtain 0.10 g of the desired compound (yield: 39.0%, colorless columns).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05457106
Source datasetuspto-grants-1995_10
ORD IDord-ae3844a77b0b4d7daf42438fd2c051c5
Source noteuspto-grants-1995_10