Diethyl Ether → HCID 101914589, compound

Temperature

-20 °C

A round bottom flask was charged with N-methyl diethanolamine (10.0 g, 83.9 mmol), triethylamine (24.0 mL, 167.8 mmol), dry tetrahydrofuran (THF) (600 mL) and stirbar. The reaction flask was cooled to −20° C. under a nitrogen atmosphere. Separately, triphosgene (8.3 g, 28.8 mmol) was dissolved in dry THF (100 mL) and added slowly to the reaction mixture. A white precipitate formed instantly and stirring was continued for another 2 hours maintaining a reaction temperature less than 10° C. Diethyl ether (800 mL) was added to further precipitate any remaining HCl salts followed by filtration of the heterogeneous solution. The filtrate was concentrated yielding a yellow/brown oil product (10.4 g, 85%).

1. additionadded slowly to the reaction mixture
2. customA white precipitate formed instantly
3. temperaturemaintaining a reaction temperature less than 10° C
4. customto further precipitate any remaining HCl salts
5. filtrationfollowed by filtration of the heterogeneous solution
6. concentrationThe filtrate was concentrated

ORD record

ord-69448ded291549f682c34b4d194f4d87

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09215876B2