4-(Hydroxymethyl)-1-(4-methylbenzyl)-1H-1,2,3-triazole synthesis
- Product Name:4-(Hydroxymethyl)-1-(4-methylbenzyl)-1H-1,2,3-triazole
- CAS Number:952183-26-5
- Molecular formula:C11H13N3O
- Molecular Weight:203.24
107-19-7
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$12.00/25g
104-81-4
198 suppliers
$17.00/5g
952183-26-5
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$151.00/500mg
Yield:952183-26-5 96%
Reaction Conditions:
with sodium azide in ethanol;water at 50; for 0.666667 h;
Steps:
General procedure for synthesis of 1,4-disubstituted 1,2,3- triazoles
General procedure: Benzyl bromide (1 mmol), alkyne (1 mmol), sodium azide (Safety Notes: Caution. Sodium azide is acutely toxic and potentially explosive. It should be used with appropriate personal protective gear in a well-ventilated fume hood. All workers should be thoroughly trained in its use before doing experiments. Note the relatively small scale of this procedure.) (0.10 g, 1.5 mmol), nano Al2O3(at)PCH-Cu (II) (0.01 g, 1.04 mol%) and distilled water/ethanol (1/1) (10 mL) were added to a round bottom flask (25 mL) and stirred at 50 °C. The reaction mixture was monitored by TLC. After the completion of the reaction, in order to extract the product, hot ethanol (10 mL) was added into the reaction mixture and it was filtered. Excess sodium azide and the product were dissolved and the catalyst remained on the filter. To remove soluble impurities, the catalyst was washed with hot ethanol (210 mL), and dried at 60 °C for 2 h for reuse. After evaporation of the ethanol, the filtrate was extracted with ethyl acetate (310 mL), and then evaporation of solvent afforded the product. Finally, the material was recrystallized using hot ethanol to obtain pure product. All of the compounds in this study were known and were identified by matching melting points with literature values in the references cited in Table 2. Representative 1H NMR and 13C NMR spectra were submitted for review and are available in the Supplementary Materials in the online version or from the author upon request. For the sake of completeness, some spectrometric data are also provided below.
References:
Khoshnoud, Amin;Pourali, Ali Reza [Organic Preparations and Procedures International,2021,vol. 53,# 6,p. 509 - 517]
17271-89-5
22 suppliers
$30.00/1g
107-19-7
5 suppliers
$12.00/25g
952183-26-5
12 suppliers
$151.00/500mg
104-81-4
198 suppliers
$17.00/5g
952183-26-5
12 suppliers
$151.00/500mg