Sodium Iodide → 2-[Ethyl(methyl)amino]propan-1-ol

Temperature

65 °C

3-(N-ethyl-N-methylamino)propanol was prepared as follows: In a pressure vessel was mixed N-ethyl-N-methylamine (25 g, 420 mmol), 3-chloropropanol (14.1 mL, 16 g, 170 mmol), sodium iodide (2.54 g, 17 mmol) and 60 mL dioxane. The vessel was sealed and heated to 65° C. After 3 days the reaction was allowed to cool to ambient temperature. Solvent was removed by rotary evaporation leaving a brown oil. The oil was dissolved in 80 mL of 2N NaOH, extracted with EtOAc (3×250 mL) and dried over Na2SO4. After filtration of the drying agent solvent was removed in vacuo leaving a brown oil. The oil was distilled (75° C., 15 mm Hg) leaving 2-(N-ethyl-N-methylamino)propanol (6.3 g, 54 mmol, 32% yield) as a colorless oil.

1. customThe vessel was sealed
2. temperatureto cool to ambient temperature
3. customSolvent was removed by rotary evaporation
4. customleaving a brown oil
5. extractionextracted with EtOAc (3×250 mL)
6. dry with materialdried over Na2SO4
7. filtrationAfter filtration of the drying agent solvent
8. customwas removed in vacuo
9. customleaving a brown oil
10. distillationThe oil was distilled (75° C., 15 mm Hg)

ORD record

ord-efaa476288e444508c30097de62094dd

Source dataset

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08080548B2