Methanol → HCID 86670057, compound

Temperature

45 °C

To a solution of 3-carboxy-N,N-dimethyl-1-propanaminium chloride (2) (45.93 g, 0.27 mol) in anh. methanol (300 ml) at −10-0° C. slowly thionyl chloride (55 ml, 0.76 mol) was added and the temperature of the reaction mixture was allowed to rise to ambient temperature during ca. 1 h. The mixture was stirred at 40-50° C. for 3 h and evaporated. The residue was dissolved in acetone (110 ml) and precipitated by adding ether (400 ml). The solid was filtered, washed with ether, and once more dissolved in acetone (110 ml) followed by the precipitation with ether (400 ml). The precipitate was filtered, washed with ether, and dried to give 38.4 g (77%) of 4-methoxy-N,N-dimethyl-4-oxo-1-butanaminium chloride.

1. customevaporated
2. dissolutionThe residue was dissolved in acetone (110 ml)
3. customprecipitated
4. additionby adding ether (400 ml)
5. filtrationThe solid was filtered
6. washwashed with ether
7. dissolutiononce more dissolved in acetone (110 ml)
8. customfollowed by the precipitation with ether (400 ml)
9. filtrationThe precipitate was filtered
10. washwashed with ether
11. customdried

ORD record

ord-e2d6f2dfb1264be5ac3836fa68db04a8

Source dataset

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08940793B2