HCID 86670060, compound → HCID 51347808, compound

A solution of 4-ethoxy-N-ethyl-N,N-dimethyl-4-oxo-1-butanaminium bromide (6b) (12.00 g, 44:7 mmol) in water (10 ml) was passed through Amberlite® IRA-410 (OH) ion exchange resin column (250 ml) eluting slowly (ca. 10 drops/min) with ethanol (TLC control). The eluate was evaporated and the residue (12 g) was dissolved in water (50 ml). To this solution DOWEX® 50WX8 ion exchange resin (5 g) was added and stirred at ambient temperature for 0.5 hours. The reaction mixture was filtered through celite (1 cm) and the eluate was evaporated to dryness. The residue was azeotropically dried with isopropanol, acetonitrile, and acetone. The obtained solid was triturated with acetone (10 ml) and the mixture was kept at 0° C. for 2 h. The precipitate was filtered and dried in vacuo over P205 to give 4.65 g (65%) of 4-[ethyl(dimethyl)ammonio]butanoate.

1. washeluting slowly (ca. 10 drops/min) with ethanol (TLC control)
2. customThe eluate was evaporated
3. dissolutionthe residue (12 g) was dissolved in water (50 ml)
4. additionwas added
5. filtrationThe reaction mixture was filtered through celite (1 cm)
6. customthe eluate was evaporated to dryness
7. dry with materialThe residue was azeotropically dried with isopropanol, acetonitrile, and acetone
8. customThe obtained solid was triturated with acetone (10 ml)
9. waitthe mixture was kept at 0° C. for 2 h
10. filtrationThe precipitate was filtered
11. customdried in vacuo over P205

ORD record

ord-57811a6337cf449a880d7944ebcf7a85

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278907B2