1H-Imidazole-1-aceticacid,alpha-methyl-,ethylester(9CI) synthesis
- Product Name:1H-Imidazole-1-aceticacid,alpha-methyl-,ethylester(9CI)
- CAS Number:191725-71-0
- Molecular formula:C8H12N2O2
- Molecular Weight:168.19
288-32-4
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191725-71-0
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Yield:191725-71-0 57.3%
Reaction Conditions:
in tetrahydrofuran;diethyl ether;
Steps:
78.1 Step 1
Step 1 Ethyl 2-(1H-1-Imidazolyl)propanoate A suspension of 16.0 g (0.4 mol) of NaH.oil (60%) was washed with hexane to remove the oil and then resuspended in 400 mL of THF. This was then treated dropwise with a solution of 27.23 g (0.4 mol) of imidazole in 150 mL of THF and then refluxed for 1 hour. This was then treated dropwise with a solution of 72.4 g (0.4 mol) of ethyl 2-bromopropanoate in 100 mL of THF and the mixture heated at reflux for 2.5 hours. The mixture was filtered and the solvent removed under reduced pressure. The residue was taken up in Et2 O and washed with H2 O, then saturated NaCl. Drying over MgSO4 and treatment with charcoal gave the crude product. This was triturated with pentane and the pentane removed under reduced pressure to give 38.56 g (57.3% yield) of the product as an oil. The structure was confirmed by NMR and mass spectroscopy. MS m/z 169 (M+H+).
References:
US6133303,2000,A
288-32-4
998 suppliers
$5.00/25g
584-08-7
1186 suppliers
$5.00/100g
41978-69-2
4 suppliers
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191725-71-0
11 suppliers
inquiry