Sodium borohydride → Allyl-(1-methyl-pent-4-enyl)-amine

Sodium borohydride (2.7 g, 71 mmol) was added portionwise to a stirred solution of allyl-(1-methyl-pent-4-enylidene)-amine (6.5 g, 47 mmol) in MeOH (100 ml) at 0 C. The reaction mixture was stirred for 30 minutes, then warmed to RT. Approximately 90 ml of MeOH was removed from the reaction mixture by rotary evaporation, then the reaction mixture was diluted with ether (200 ml), then extracted with water then brine. The combined organics were dried with MgSO4, filtered, concentrated in vacuo by rotary evaporation to give a pale yellow liquid that was used in the next reaction without further purification (5.2 g, 80%).

1. customApproximately 90 ml of MeOH was removed from the reaction mixture by rotary evaporation
2. additionthe reaction mixture was diluted with ether (200 ml)
3. extractionextracted with water
4. dry with materialThe combined organics were dried with MgSO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo by rotary evaporation
7. customto give a pale yellow liquid that
8. customwas used in the next reaction without further purification (5.2 g, 80%)

ORD record

ord-907e6e04de304fa596e50c1e755580f1

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07563784B2