116-02-9Relevant articles and documents
Haubenstock,Eliel
, p. 2368 (1962)
Coleman et al.
, p. 104 (1971)
Reduction of ketones to corresponding alcohols with magnesium metal in absolute alcohols
Kim, Ji Young,Kim, Hak Do,Seo, Min Jung,Kim, Hyoung Rae,No, Zaesung,Ha, Deok-Chan,Lee, Ge Hyeong
, p. 9 - 12 (2006)
Various aliphatic and aromatic ketones are treated with 10 equiv of magnesium metal in absolute methanol or ethanol to afford corresponding alcohols in very high yields at room temperature within 12 h.
Al-Isopropoxydiisobutylalane. a Stereoselective Reducing Agent for Reduction of cyclic Ketones to Thermodynamically More Stable Alcohols
Cha, Jin Soon,Kwon, Oh Oun
, p. 3019 - 3020 (1997)
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Cu/SiO2-catalyzed hydrogenation of cyclohexanones under very mild conditions
Ravasio, Nicoletta,Psaro, Rinaldo,Zaccheria, Federica
, p. 3943 - 3945 (2002)
Unsubstituted and alkyl-substituted cyclohexanones, including 3-oxo-steroids, can be easily hydrogenated to the corresponding alcohols at 1 atm of H2 and 60-90°C over a 8% Cu/SiO2 non-toxic, reusable catalyst with excellent selectivity.
Haubenstock
, p. 926,927 (1975)
Study on the selective hydrogenation of isophorone
Xu, Lei,Sun, Shaoyin,Zhang, Xing,Gao, Haofei,Wang, Wei
, p. 4465 - 4471 (2021/02/03)
3,3,5-Trimethylcyclohexanone (TMCH) is an important pharmaceutical intermediate and organic solvent, which has important industrial significance. The selective hydrogenation of isophorone was studied over noble metal (Pd/C, Pt/C, Ir/C, Ru/C, Pd/SiO2, Pt/SiO2, Ir/SiO2, Ru/SiO2), and non-noble metal (RANEY Ni, RANEY Co, RANEY Cu, RANEY Fe, Ni/SiO2, Co/SiO2, Cu/SiO2, Fe/SiO2) catalysts and using solvent-free and solvent based synthesis. The results show that the solvent has an important effect on the selectivity of TMCH. The selective hydrogenation of isophorone to TMCH can be influenced by the tetrahydrofuran solvent. The conversion of isophorone is 100%, and the yield of 3,3,5-trimethylcyclohexanone is 98.1% under RANEY Ni and THF. The method was applied to the selective hydrogenation of isopropylidene acetone, benzylidene acetone and 6-methyl-5-ene-2-heptanone. The structures of the hydrogenation product target (4-methylpentan-2-one, 4-benzylbutan-2-one and 6-methyl-heptane-2-one) were characterized using 1H-NMR and 13C-NMR. The yields of 4-methylpentan-2-one, 4-benzylbutan-2-one and 6-methyl-heptane-2-one were 97.2%, 98.5% and 98.2%, respectively. The production cost can be reduced by using RANEY metal instead of noble metal palladium. This method has good application prospects. This journal is
Pd/C-Al-water facilitated selective reduction of a broad variety of functional groups
Sch?fer,Ellstrom,Cho,T?r?k
, p. 1230 - 1234 (2017/03/20)
The chemoselective reduction of a broad variety of functional groups by a Pd/C-Al-H2O system is described. The reduction is based on the reaction of Al with the solvent water that in situ produces hydrogen that is utilized by the supported Pd catalyst toward the hydrogenation of the target functional groups. The hydrogenations are carried out under mild conditions and provided the products in high yields and selectivity. The reduction system appeared to be effective for a broad range of functional groups, including C-C, C-N, C-O and N-O multiple bonds, aromatic rings, hydrogenolysis of C-O, C-N and C-Halogen bonds. The appropriate selection of the reaction conditions allowed the selective preparation of different products from the same substrate. The simplicity, cost, tunability and the environmentally benign character of the catalytic system offer numerous advantages over the currently available methods.