3-(hexadecyloxy)propylamine synthesis
- Product Name:3-(hexadecyloxy)propylamine
- CAS Number:4673-33-0
- Molecular formula:C19H41NO
- Molecular Weight:299.53
1380680-81-8
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4673-33-0
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Yield:4673-33-0 98%
Reaction Conditions:
Stage #1: 1-(3-azidopropoxy)hexadecanewith triphenylphosphine in tetrahydrofuran at 20; for 0.166667 h;
Stage #2: with water in tetrahydrofuran at 20; for 28 h;
Steps:
3.1.12. Preparation of alkyloxypropanamines 22a-c
General procedure: To a solution of the azide 21a (807 mg, 3 mmol) in tetrahydrofuran (THF, 20 mL) was added PPh3 (943 mg, 3.6 mmol). After being stirred at room temperature for 10 min, water was added and the reaction mixture was kept at room temperature under stirring for 28 h. The mixture was then concentrated to give a residue, which was purified by CC (aluminiumoxide; MeOH/DCM, 5:95 to 1:9) to provide the amine 22a (413 mg, 57%). Amines 22b (67%) and 22c (98%) were similarly prepared from azides 21b and 21c.
References:
Yamano, Yumiko;Tsuboi, Kazuhito;Hozaki, Yuki;Takahashi, Kiyohiro;Jin, Xing-Hua;Ueda, Natsuo;Wada, Akimori [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 11,p. 3658 - 3665] Location in patent:experimental part
23377-40-4
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