Reacción #41282

Ecuación de reacción

12a

{3-[(Anthracen-9-ylmethyl)-amino]-propyl}-carbamic acid tert-butyl ester

HCl

→

16

Rendimiento 90.0%

N1-Anthracen-9-ylmethyl-propane-1,3-diamine, Hydrochloride salt

Rendimiento 90.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirred at 0° C. for 20 minutes
2. 2
   Otroat room temperature
3. 3
   Otroovernight
4. 4
   ConcentraciónThe solution was concentrated in vacuo

Procedimiento

A solution of 12a (200 mg, 0.51 mmole) was dissolved in absolute ethanol (6 mL) and stirred at 0° C. for 10 minutes. A 4N HCl solution (10 mL) was added to the reaction mixture dropwise and stirred at 0° C. for 20 minutes and then at room temperature overnight. The solution was concentrated in vacuo to give 16 as a yellow solid in 90% yield. 1H NMR (CD3OD) δ 8.69 (s, 1H), 8.39 (d, 2H), 8.15 (d, 2H), 7.74 (m, 2H), 7.60 (m, 2H), 5.33 (s, 2H), 3.45 (t, 2H), 3.12 (t, 2H), 2.23 (q, 4H); 13C NMR (CD3OD): δ 6 132.6, 132.0, 131.6, 130.6, 129.0, 126.7, 124.0, 122.5, 46.6, 44.6, 38.1, 25.4. HRMS (FAB) calcd for C18H20N2.2HCl (M+H−2HCl)+ 265.1699, Found 265.1704.

Fuente