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A kind of method of synthesizing primary alcohol
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A primary alcohol and isopropanol technology, applied in the field of organic synthesis chemistry, can solve problems such as safety hazards and environmental pollution, and achieve the effects of low reaction temperature, broad development prospects, and low catalyst dosage
Active Publication Date: 2021-09-03
NANJING UNIV OF SCI & TECH
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[0003] In the traditional method, you can use high temperature and high pressure hydrogenation, add inorganic reducing agents such as sodiumborohydride, or use formic acid and sodium formate to prepare primary alcohols. These methods have potential safety hazards, and produce a large amount of waste, causing certain pollution to the environment
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[0028] Benzaldehyde (106mg, 1.0mmol), cat.[Ir] (1.1mg, 0.002mmol, 0.2mol%) and isopropanol (5mL) were sequentially added to a 25mL Kirschner tube, N 2 Protected and reacted at 82°C for 6h. Cool to room temperature, remove solvent by rotary evaporation, then obtain pure target compound by column chromatography (developing solvent: sherwood oil / ethyl acetate), productive rate: 93%
[0033] Add o-tolualdehyde (120mg, 1.0mmol), cat.[Ir] (1.1mg, 0.002mmol, 0.2mol%) and isopropanol (5mL) into a 25mL Kirschner tube successively, N 2 Protected and reacted at 82°C for 6h. Cool to room temperature, remove solvent by rotary evaporation, then obtain pure target compound by column chromatography (developing solvent: sherwood oil / ethyl acetate), productive rate: 93%
[0038] Add m-tolualdehyde (120mg, 1.0mmol), cat.[Ir] (1.1mg, 0.002mmol, 0.2mol%) and isopropanol (5mL) into a 25mL Kirschner tube successively, N 2 Protected and reacted at 82°C for 6h. Cool to room temperature, remove solvent by rotary evaporation, then obtain pure target compound by column chromatography (developing solvent: sherwood oil / ethyl acetate), productive rate: 95%
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Abstract
The invention discloses a method for synthesizing primary alcohols, which utilizes transition metalcatalysis and uses isopropanol as a hydrogen source to synthesize primary alcohols. The reaction not only uses cheap and environmentally friendly isopropanol as a hydrogen source and solvent, but also has a high yield High, environmental protection and other advantages, so the reaction has broad prospects for development.
Description
technical field [0001] The invention belongs to the technical field of organic synthesischemistry, and in particular relates to a method for synthesizing primary alcohols. Background technique [0002] Primary alcohols are an important class of organic compounds. They are not only important pharmaceutical intermediates, but also widely used in spices and food. (a) C.I.Herrerias, X.Q.Yao, Z.P.Li, C.J.Li, Chem.Rev. 2007, 107, 2546-2562; (b) X.F.Wu, J.L.Xiao, Chem.Commun. 2007, 2449-2466; (c) C.J. Li, Chem. Rev. 2005, 105, 3095–3165; (d) M.C. Pirrung, Chem. Eur. J. 2006, 12, 1312–1317; (e) F. Joo, Acc. Chem. Res. 2002, 35, 738 –745; (f) S. Kobayashi, K. Manabe, Acc. Chem. Res. 2002, 35, 209–217 [0003] In traditional methods, high-temperature and high-pressure hydrogenation can be used, adding inorganic reducing agents such as sodiumborohydride, or using formic acid and sodiumformate to prepare primary alcohols. These methods have potential safety hazards, and produce a l...
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