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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 329130Generated: October 29, 2026

2,6-Dimethylaniline → N-(2',6'-dimethylphenyl)-1-methoxymethylethylamine

https://huagongshe.com/reaction/329130

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DimethylanilineHCID 6896—
Reactant23946-74-9HCID 12700774—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductN-(2',6'-dimethylphenyl)-1-methoxymethylethylamineHCID 10899497—

Reaction Steps

Manufacture of the starting material: A solution of 484 g (4 mole) of 2,6-xylidine and 490 g (2 mole) of p-toluenesulphonic acid-(1-methoxyprop-2-yl)-ester in 1000 ml of toluene is refluxed for 25 hours. The reaction mixture is cooled, then made alkaline and diluted with ether. The organic phase is repeatedly washed with water and dried with magnesium sulphate. Evaporation of the solvent and subsequent distillation of the residue yields the desired N-(1-methoxyprop-2-yl)-2,6-xylidine with a boiling point of 70°-72° C/0.4 Torr.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04019894
Source datasetuspto-grants-1977_04
ORD IDord-49f2dafd5f774e24ac04f87ecb57e8c3
Source noteuspto-grants-1977_04