2-(Tetrahydro-pyran-2-yl)-2H-[1,2,3]triazole synthesis
- Product Name:2-(Tetrahydro-pyran-2-yl)-2H-[1,2,3]triazole
- CAS Number:1415312-44-5
- Molecular formula:C7H11N3O
- Molecular Weight:153.18
Yield:1415312-44-5 54%
Reaction Conditions:
Stage #1: 3,4-dihydro-2H-pyran;1,2,3-triazolewith toluene-4-sulfonic acid in dichloromethane at 25; for 18 h;Inert atmosphere;
Stage #2: with sodium hydroxide at 25; for 1 h;
Steps:
84 2-(tetrahydro-2H-pyran-2-yl)-2H-1,2,3-triazole
To a mixture of 1H-1,2,3-triazole (15 g, 220 mmol) in DCM (724 mL) were added DHP (21.9 g, 261 mmol) and PTSA (0.374 g, 2.17 mmol). The mixture was kept at about 25° C. for about 18 hrs, after which NaOH (96 mg, 2.39 mmol) was added. The mixture was stirred at about 25° C. for about 1 hrs then filtered. The filtrate was concentrated and the residue was purified by chromatography to afford the title compound as a colorless oil (18 g, 54%).1H NMR (400 MHz, CDCl3) δ: 7.68 (s, 2H), 5.74 (dd, 1H), 4.00-4.08 (m, 1H), 3.69-3.81 (m, 1H), 2.36-2.51 (m, 1H), 2.02-2.20 (m, 2H), 1.61-1.81 (m, 3H)
References:
US2017/240552,2017,A1 Location in patent:Paragraph 0632; 0633; 0634
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