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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360958Generated: November 3, 2026

Methanol → Tetramethylammonium Methyl Carbonate

https://huagongshe.com/reaction/2360958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrimethylamineHCID 1146—
ReactantDimethyl CarbonateHCID 12021—
ProductTetramethylammonium Methyl CarbonateHCID 1180492780.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a 1.5 L autoclave equipped with a stirrer and a heating means were added 90 g (1.0 mol) of dimethyl carbonate, 59 g (1.0 mol) of trimethyl amine and 510 g (15 mol) of methanol. Stirring was initiated after the autoclave was sealed. The autoclave was heat to 140° C., and pressure was 1.5 MPa. The reaction was kept at 140° C. for 4 h. Then the reaction mixture was cooled to 50° C. and discharged into a 1 L three-necked flask. Part of methanol was removed from the solution of tetramethyl ammonium methyl-carbonate in methanol thus obtained under vacuum, and then the solution was cooled to ambient temperature. White crystal precipitated out. The crystal was filtrated, oven dried and re-crystallized from methanol, to give 119.5 g of tetramethyl ammonium methyl-carbonate having a purity of 99.2% as measured by chromatography. The yield was 80.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686188B2
Source datasetuspto-grants-2014_04
ORD IDord-01ee90d3f280413982fbf0229d44a001
Source noteuspto-grants-2014_04