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ChemicalBook CAS DataBase List n-ethyl-1-adamantanamin

n-ethyl-1-adamantanamin synthesis

5synthesis methods
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Yield:3788-37-2 73.4% ,3717-44-0 20.5%

Reaction Conditions:

in acetonitrile at 60; for 15 h;

Steps:

4. General Procedure of Experiment in Table 1.

General procedure: All reactions were carried out according to the procedure written below unless otherwise noted. The starting materials, aliphatic amines, (0.08 mmol) in dry acetonitrile (1.6 mL) was treated with NaBH(OAc)3 (250 mg, 1.2 mmol) at 60 °C for 15 h. The reaction were worked up in the same manner as described in above section. Compound 7a: 1H-NMR (500 MHz, CDCl3) d 2.52 (4H, q, J = 7.2 Hz), 2.40 (2H, d, J = 7.8 Hz), 1.25 (32H, m), 1.02 (6H, t, J = 7.2 Hz), 0.88 (3H, t, J = 7.0 Hz); HRMS (ESI-TOF) m/z 326.3774 (Calcd for C22H48N 326.3781 [M+H]+).

References:

Tamura, Satoru;Sugawara, Aoi;Sato, Erika;Sato, Fuka;Sato, Keigo;Kawano, Tomikazu [Tetrahedron Letters,2020,vol. 61,# 22,art. no. 151919] Location in patent:supporting information