Methanol → Tetramethylammonium Methyl Carbonate

Temperature

140 °C

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%.

1. customTo a 1.5 L autoclave equipped with a stirrer
2. customwas sealed
3. temperatureThen the reaction mixture was cooled to 50° C.
4. customdischarged into a 1 L three-necked flask
5. customPart of methanol was removed from the solution of tetramethyl ammonium methyl-carbonate in methanol
6. customthus obtained under vacuum
7. temperaturethe solution was cooled to ambient temperature
8. customWhite crystal precipitated out
9. filtrationThe crystal was filtrated
10. customoven dried
11. customre-crystallized from methanol

ORD record

ord-01ee90d3f280413982fbf0229d44a001

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08686188B2