2,2,4-TRIMETHYL-3-HYDROXY-N-VALERONITRILE synthesis
- Product Name:2,2,4-TRIMETHYL-3-HYDROXY-N-VALERONITRILE
- CAS Number:59346-56-4
- Molecular formula:C8H15NO
- Molecular Weight:141.21
144-19-4
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59346-56-4
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$442.00/5g
Yield:59346-56-4 87%
Reaction Conditions:
with 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;[bis(acetoxy)iodo]benzene;ammonium acetate in water;acetonitrile at 20; for 8 h;chemoselective reaction;
Steps:
Oxidative Conversion of Alcohols into Nitriles; GeneralProcedure:
General procedure: To a solution of alcohol (1 mmol) in MeCN-H2O (9:1, 3 mL) were successively added TEMPO (7.8 mg,5 mol%), NH4OAc (0.308 g, 4 equiv), and PhI(OAc)2 (0.708g, 2.2 equiv). The suspension was stirred at roomtemperature (progress of the reaction was monitored byTLC) for the reaction time indicated in Table 2. The resultantclear two-phase reaction mixture was concentrated, dilutedwith H2O and Et2O, and the organic layer was dried (Na2SO4), filtered, and evaporated under reduced pressure.The residue was purified by flash column chromatography(PE-Et2O or PE-CH2Cl2) to give 2.
References:
Vatèle, Jean-Michel [Synlett,2014,vol. 25,# 9,art. no. ST-2014-D0186-L,p. 1275 - 1278]
