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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074427Generated: November 2, 2026

Sodium hydride → 2-Bromomethyl-2-(4-chlorophenyl)-4-[2-chloro-4-(N,N-dimethylaminomethyl)-6-methylphenoxymethyl]-1,3-dioxolane

https://huagongshe.com/reaction/1074427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2,4-Xylenol, 6-chloro-alpha(sup 4)-(dimethylamino)-HCID 3068125—
Reactant2-Bromomethyl-2-(4-chlorophenyl)-1,3-dioxolan-4-ylmethyl methanesulfonateHCID 15576451—
ReactantHCID 178418361HCID 178418361—
SolventDimethylformamideHCID 6228—
Product2-Bromomethyl-2-(4-chlorophenyl)-4-[2-chloro-4-(N,N-dimethylaminomethyl)-6-methylphenoxymethyl]-1,3-dioxolaneHCID 54249481—

Reaction Steps

4 g=20 mmoles of 2-chloro-4-(N,N-dimethylaminomethyl)-6-methylphenol are added in portions, while cooling with an ice bath and stirring, to a suspension of 0.6 g=20 mmoles of sodium hydride (an 80% strength dispersion in oil) in 30 ml of absolute dimethylformamide at such a rate that the temperature does not exceed 20° C. Stirring is continued at 20° C. until the evolution of hydrogen is complete, 8.26 g=20 mmoles of 2-bromomethyl-2-(4-chlorophenyl)-1,3-dioxolan-4-ylmethyl methanesulfonate (compound of the formula (IV)) are then introduced in portions, stirring is continued for 7 hours at 60° C. and the mixture is worked up as described in Example 1a. This gives 7 g (71% of theory) of a highly viscous, noncrystalline oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04391805
Source datasetuspto-grants-1983_07
ORD IDord-c6d9e0f758734ffeb89fd3933bcb167c
Source noteuspto-grants-1983_07