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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28045Generated: October 28, 2026

2-Methoxyaniline → N-(4-methyl-1,3-dioxolan-2-ylmethyl)-2-methoxyaniline

https://huagongshe.com/reaction/28045

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethoxyanilineHCID 7000—
ReactantSodium CarbonateHCID 10340—
Reactantcis-2-Bromomethyl-4-methyl-1,3-dioxolaneHCID 141307—
ProductN-(4-methyl-1,3-dioxolan-2-ylmethyl)-2-methoxyanilineHCID 23338376—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Methoxyaniline (99 grams; 0.6 moles) and sodium carbonate (31.6 grams) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. 2-Bromomethyl-4-methyl-1,3-dioxolane (25 ml) was added and the reaction mixture was heated at a temperature of about 100° C. for a period of about 4 hours. After this time the reaction mixture was filtered and additional sodium carbonate (5.0 grams) was added to the filtrate. The mixture was then vacuum distilled and the fraction boiling at 120° C. and 0.07 mm of Hg pressure was collected to yield the desired product N-(4-methyl-1,3-dioxolan-2-ylmethyl)-2-methoxyaniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04225335
Source datasetuspto-grants-1980_09
ORD IDord-e99f9d76b08a481ba3c31cb20e20a62f
Source noteuspto-grants-1980_09