1-(3-Fluorobenzyl)-4-(hydroxymethyl)-1H-1,2,3-triazole synthesis
- Product Name:1-(3-Fluorobenzyl)-4-(hydroxymethyl)-1H-1,2,3-triazole
- CAS Number:952183-23-2
- Molecular formula:C10H10FN3O
- Molecular Weight:207.2
107-19-7
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456-41-7
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952183-23-2
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$120.00/1g
Yield:952183-23-2 82%
Reaction Conditions:
with sodium azide;copper(ll) sulfate pentahydrate;sodium carbonate;sodium L-ascorbate;L-proline in water;dimethyl sulfoxide at 65; for 18 h;Inert atmosphere;Schlenk technique;
Steps:
5 Synthesis of 1,2,3-triazoles 1a-f. General procedure
General procedure: A mixture of 1-propinol (2.90 g, 0.05 mol), aryl- or alkylbromide (0.05 mol), L-proline (1.15 g, 0.01 mmol), sodium azide (3.90 g,0.06 mol), sodium carbonate (1.05 g, 0.01 mol), and sodium ascorbate (2.00 g, 0.01 mol) was stirred in 90 mL DMSO and 10 mL H2O. CuSO4*5H2O (2.90 g, 0.005 mol) was added (attention, self-warming). Then the reaction was run at 65 °C for 18 h. The mixture was poured into ice and the product was extracted with CH2Cl2 (4x150 mL). The combined organic phases were washed with 5% ammonia solution (2x150 mL) to remove traces of azide. The organic layer was washed with brine (150 mL) and dried over Na2SO4. The organic solvent was removed under reduced pressure to give the crystalline product. Additional purification could be achieved via crystallization from ethyl acetate.
References:
Dubrovina, Natalia V.;Domke, Lutz;Shuklov, Ivan A.;Spannenberg, Anke;Franke, Robert;Villinger, Alexander;B?rner, Armin [Tetrahedron,2013,vol. 69,# 41,p. 8809 - 8817]
159979-97-2
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107-19-7
0 suppliers
$12.00/25g
952183-23-2
19 suppliers
$120.00/1g
456-41-7
295 suppliers
$13.00/25g
952183-23-2
19 suppliers
$120.00/1g