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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 862060Generated: October 31, 2026

Dimethylformamide → 2-(5-Bromo-2-methoxymethoxybenzoyl)-3-methoxymethoxypyridine

https://huagongshe.com/reaction/862060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(5-Bromo-alpha-cyano-2-methoxymethoxybenzyl)-3-methoxymethoxypyridineHCID 19701556—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
Product2-(5-Bromo-2-methoxymethoxybenzoyl)-3-methoxymethoxypyridineHCID 1970159787%

Reaction Steps

A mixture of 2-(5-bromo-α-cyano-2-methoxymethoxybenzyl)-3-methoxymethoxypyridine (2.40 g), potassium carbonate (2.53 g), tetrabutylammonium hydrogensulfate (0.41 g) and DMF (24 ml) was stirred for 38 hours at room temperature. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried (anhydrous sodium sulfate), and concentrated to leave an oily product. The oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 2-(5-bromo-2-methoxymethoxybenzoyl)-3-methoxymethoxypyridine (2.03 g) as an oily product, whose spectrum data are shown below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05716971
Source datasetuspto-grants-1998_02
ORD IDord-9dcf10af980d404bb991297834703957
Source noteuspto-grants-1998_02