Methyl iodide → HCID 20377612, compound

Temperature

-30 °C

To 0.56 mole of lithium diisopropylamide, prepared from n-butyllithium and diisopropylamine in tetrahydrofuran, was added at -10° C. 84.6 g (0.56 mole) of β-dimethylaminoethylpyrazine in 1200 ml of tetrahydrofuran over a period of 30 minutes. The reaction mixture was stirred for additional 30 minutes. The deep red-coloured reaction mixture was cooled to -30° C. and 95.4 g (0.56 mole) of methyl iodide was added over a period of 20 minutes and the reaction mixture was stirred for three additional hours at room temperature. The mixture was poured onto ice and extracted with ether. The combined extracts were dried over sodium sulphate and the ether removed by distillation. The residue was distilled to give 91.0 g of β-dimethylamino-α-methylethylpyrazine, b.p. 90°-93° C. at 9 mm Hg.

1. additionwas added at -10° C
2. stirringthe reaction mixture was stirred for three additional hours at room temperature
3. additionThe mixture was poured onto ice
4. extractionextracted with ether
5. dry with materialThe combined extracts were dried over sodium sulphate
6. customthe ether removed by distillation
7. distillationThe residue was distilled

ORD record

ord-eee472f452fd41dcb7d300a565dbd875

Source dataset

uspto-grants-1980_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04183933