Tert-Butylamine → HCID 13974077, compound

Participants

Reaction Steps

0.13 g of Na were dissolved in 20 ml of methanol. After dissolution, 2.8 g of (9) (0.5 mol) in 10 ml of methanol were added. The mixture was refluxed for one hour. Then the solvent was evaporated. The residue was dissolved in 40 ml of DMF and 0.48 ml (5.6 mmol) of epibromohydrin were added. The mixture was stirred for 18 hours at room temperature, after which time the DMF was evaporated. The crude mixture was dissolved in 30 ml of ethanol and 1.1 g (15 mmol) of tert-butylamine were added. After evaporation of the solvent and EtOAc/water extraction, the organic layer was dried over MgSO4 and filtered. Concentration gave 3.2 g of crude product which was separated over a silica gel column using EtOAc/MeOH/ET3N: (8:1:1) as solvent. After purification, 2.1 g of (10) were obtained (yield 61%).

Provenance & Evidence