Methanol → HCID 86670057, compound

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 reaction mixture was stirred for an hour at ambient temperature. The reaction mixture thereafter was stirred at 40-50° C. for 3 hours 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. stirringThe reaction mixture thereafter was stirred at 40-50° C. for 3 hours
2. customevaporated
3. dissolutionThe residue was dissolved in acetone (110 ml)
4. customprecipitated
5. additionby adding ether (400 ml)
6. filtrationThe solid was filtered
7. washwashed with ether
8. dissolutiononce more dissolved in acetone (110 ml)
9. customfollowed by the precipitation with ether (400 ml)
10. filtrationThe precipitate was filtered
11. washwashed with ether
12. customdried

ORD record

ord-38c06b75ba834d5e885dcfa486feee58

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278907B2