Hexane → HCID 13473180, compound

Temperature

-70 °C

In 300 ml of tetrahydrofuran under nitrogen was placed 81 ml of 10% lithium diisopropylamide in hexane. The mixture was then cooled to -70° C. and 6.7 g of 2-methylbutaneitrile was added. The reaction mixture was stirred and maintained at this temperature for 1 hour and then 9.9 g of diethyl disulfide was slowly added. After 30 minutes, the reaction mixture was allowed to warm to room temperature. A solid was filtered through celite and the filtrate was evaporated. The resulting residue was dissolved in methylene chloride, washed with water, and dried over NaSO4. Solvent removal gave 6.9 g of the desired product, b.p. 62°-65° C. (0.85 mm).

1. addition6.7 g of 2-methylbutaneitrile was added
2. temperaturemaintained at this temperature for 1 hour
3. temperatureto warm to room temperature
4. filtrationA solid was filtered through celite
5. customthe filtrate was evaporated
6. dissolutionThe resulting residue was dissolved in methylene chloride
7. washwashed with water
8. dry with materialdried over NaSO4
9. customSolvent removal

ORD record

ord-0ddb779038eb465ca6fc6053ad7f3295

Source dataset

uspto-grants-1985_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04505904