Sodium borohydride → Allyl-(2,2-dimethyl-pent-4-enyl)-amine

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Reaction Steps

Allyl-(2,2-dimethyl-pent-4-enylidene)-amine of Example 92a (3.76 g, 25 mmol) was diluted in 5 ml MeOH. To the solution NaBH4 (0.95 g, 25 mmol) was added at 0° C. After addition the mixture was stirred at r.t. for 5 h. Methanol was removed on rotavapor and the residue was partitioned between EtOAc/20% NaOH. The organic layer was dried over Na2SO4, fitered and evaperated to give 2.26 g of the title compound: MS (M+H+): 154.0; 1H-NMR (400 MHz, CDCl3): 5.93-5.76(m, 2H), 5.29-4.99(m, 4H), 3.22(d, 2H), 2.34(s, 2H), 2.01(d, 2H), 0.94(s, 6H).

Provenance & Evidence