- Preparation method of cis, cis-3, 5-dimethyl-1-cyclohexanol
-
The invention belongs to the field of chemistry, and discloses a synthesis method of a cis, cis-3, 5-dimethyl-1-cyclohexanol compound shown as a formula (I). Acetaldehyde and ethyl acetoacetate are used as raw materials, and cis, cis-3, 5-dimethyl-1-cyclohexanol is synthesized by a series of reactions such as knoevenagel condensation, hydrolysis, decarboxylation, hydrogenation reduction, reduction, acylating chlorination, hydrolysis and the like. The raw materials and auxiliary materials of the route are simple and easily available, the reaction conditions are mild, the operation is simple andconvenient, the synthesis cost is low, and the obtained product has high chiral purity (the product/isomer ratio is 30: 1-100: 1) and is suitable for large-scale production.
- -
-
-
- Ductile Pd-Catalysed Hydrodearomatization of Phenol-Containing Bio-Oils Into Either Ketones or Alcohols using PMHS and H2O as Hydrogen Source
-
A series of phenolic bio-oil components were selectively hydrodearomatized by palladium on carbon into the corresponding ketones or alcohols in excellent yields using polymethylhydrosiloxane and water as reducing agent. The selectivity of the reaction was governed by the water concentration where selectivity to alcohol was favoured at higher water concentrations. As phenolic bio-oil examples cardanol and beech wood tar creosote were studied as substrate to the developed reaction conditions. Cardanol was hydrodearomatized into 3-pentadecylcyclohexanone in excellent yield. From beech wood tar creosote, a mixture of cyclohexanols was produced. No hydrodeoxygenation occurred, suggesting the applicability of the reported method for the production of ketone-alcohol oil from biomass. (Figure presented.).
- Di Francesco, Davide,Subbotina, Elena,Rautiainen, Sari,Samec, Joseph S. M.
-
supporting information
p. 3924 - 3929
(2018/09/14)
-
- Selective Catalytic Hydrogenation of Arenols by a Well-Defined Complex of Ruthenium and Phosphorus-Nitrogen PN3-Pincer Ligand Containing a Phenanthroline Backbone
-
Selective catalytic hydrogenation of aromatic compounds is extremely challenging using transition-metal catalysts. Hydrogenation of arenols to substituted tetrahydronaphthols or cyclohexanols has been reported only with heterogeneous catalysts. Herein, we demonstrate the selective hydrogenation of arenols to the corresponding tetrahydronaphthols or cyclohexanols catalyzed by a phenanthroline-based PN3-ruthenium pincer catalyst.
- Li, Huaifeng,Wang, Yuan,Lai, Zhiping,Huang, Kuo-Wei
-
p. 4446 - 4450
(2017/07/24)
-
- Raney Ni-Al alloy-mediated reduction of alkylated phenols in water
-
Raney Ni-Al alloy in a dilute aqueous alkaline solution has been shown to be a very powerful reducing agent in the hydrogenation of phenol and alkylated phenols to the corresponding cyclohexanol derivatives.
- Tan, Song-Liang,Liu, Guo-Bin,Gao, Xiang,Thiemann, Thies
-
experimental part
p. 5 - 7
(2009/09/06)
-
- Phosphine effects in the copper(I) hydride-catalyzed hydrogenation of ketones and regioselective 1,2-reduction of α,β-unsaturated ketones and aldehydes. Hydrogenation of decalin and steroidal ketones and enones
-
The stereoselectivity and regioselectivity of the catalytic hydrogenation of ketones and α,β-unsaturated ketones and aldehydes using soluble copper(I) hydride catalysts have been investigated as a function of the ancillary phosphine ligand. While a relatively narrow range of aryldialkylphosphine ligands produce active hydrogenation catalysts, some ligands provide higher selectivity for 1,2-reduction of acyclic unsaturated carbonyl substrates than observed using the previously reported dimethylphenylphosphine-stabilized catalyst. The synthetic utility of this class of hydridic hydrogenation catalysts is illustrated by the hydrogenation of decalin and steroidal ketones and enones, the latter giving allylic alcohols with high selectivity. (C) 2000 Elsevier Science Ltd.
- Chen, Jian-Xin,Daeuble, John F.,Stryker, Jeffrey M.
-
p. 2789 - 2798
(2007/10/03)
-
- Transfer Hydrogenation of Ketones with (1-) as the Precatalyst
-
The cluster 1a has been found to be an efficient precatalyst for the transfer hydrogenations of ketones and α,β-unsaturated ketones.With substrates such as (5S)-carvone , (3R)-methylcyclopentanone and (3R)-methylcyclohexanone, moderate to high diastereoselectivities were observed for reduction of the conjugated olefinic and ketonic functionalities respectively.Aromatisation of carvone to 5-isopropyl-2-methylphenol and disproportionation of cyclohex-2-en-1-one to phenol and cyclohexanone have also been found to be catalysed by 1a.Studies with radical inhibitors and other evidence suggest a radical mechanism for the transfer-hydrogenation and aromatisation reactions.In the transfer hydrogenation of cyclohex-2-en-1-one, the rate of conversion of 1a into other soluble species can be modelled accurately if autocatalysis is assumed.The time-dependent concentration profiles of cyclohex-2-en-1-one, cyclohexanone and cyclohexanol are simulated well if autocatalytic formation of an active intermediate followed by consecutive reactions leading to the formation of products is assumed.Such a model is also consistent with the proposed radical mechanism.
- Bhaduri, Sumit,Sharma, Krishna,Mukesh, Doble
-
p. 1191 - 1200
(2007/10/02)
-
- Selective 1,2-Reduction of α,β-Unsaturated Carbonyl Compounds with LnCpCl2(THF)3/NaBH4
-
Highly selective 1,2-reduction of conjugated α,β-unsaturated carbonyl compounds such as enones and unsaturated aldehydes has been achieved by NaBH4/LnCpCl2(THF)3 (Ln=Sm and Er) in MeOH under ambient conditions.
- Komiya, Sanshiro,Tsutsumi, Osamu
-
p. 3423 - 3424
(2007/10/02)
-
- Polycyclic phenols, alcohols and ketones from phenols, cyclic alcohols and cyclic ketones using a nickel oxide/manganese oxide/magnesium oxide catalyst in presence of at least one of hydrogen and nitrogen
-
At least one of a polycyclic phenol, a polycyclic alcohol and a polycyclic ketone is produced under hydrogenation conditions using a nickel oxide/manganese oxide/magnesium oxide catalyst by subjecting at least one of a monocyclic ketone, a monocyclic alcohol and a monocyclic phenol to said conditions and said catalyst.
- -
-
-
