Triethylamine → HCID 13329077, compound

A solution of 1-methyl-4-carbamoyl-1,2,5,6-tetrahydropyridinium chloride (3.6 g;20.4 mmol) in sodium hydroxide (4N)(30 ml) was extracted with methylene chloride (3×50 ml). The combined extracts were dried, filtered, and evaporated to 50 ml. To the extract a solution of triphenylphosphine (15.7 g; 60 mmol), bromine (3.3 ml; 65 mmol) and triethylamine (11 ml) in methylenechlorid (150 ml) was added. The reaction was stirred at room temperature for 20 hours and evaporated in vacuo. The residue was dissolved in water (50 ml) and washed with methylene chloride (3×75 ml). To the water-phase sodium hydroxide (4N) (30 ml) was added and the mixture was extracted with methylene chloride. The combined extracts were dried, filtered, and evaporated in vacuo to give the title compound.

1. customThe combined extracts were dried
2. filtrationfiltered
3. customevaporated to 50 ml
4. additionwas added
5. customevaporated in vacuo
6. dissolutionThe residue was dissolved in water (50 ml)
7. washwashed with methylene chloride (3×75 ml)
8. additionTo the water-phase sodium hydroxide (4N) (30 ml) was added
9. extractionthe mixture was extracted with methylene chloride
10. customThe combined extracts were dried
11. filtrationfiltered
12. customevaporated in vacuo

ORD record

ord-6954e7bf81fd47c99fb11c1e0e9be792

Source dataset

uspto-grants-1990_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04933353