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Chemical Structure| 498-81-7 Chemical Structure| 498-81-7

Structure of Dihydroterpineol
CAS No.: 498-81-7

Chemical Structure| 498-81-7

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Product Details of [ 498-81-7 ]

CAS No. :498-81-7
Formula : C10H20O
M.W : 156.27
SMILES Code : CC1CCC(CC1)C(C)(C)O
English Name :2-(4-Methylcyclohexyl)propan-2-ol
MDL No. :MFCD00013760

Safety of [ 498-81-7 ]

Application In Synthesis of [ 498-81-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 498-81-7 ]

[ 498-81-7 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 89-78-1 ]
  • [ 98-55-5 ]
  • [ 498-81-7 ]
  • 2
  • [ 98-55-5 ]
  • [ 498-81-7 ]
YieldReaction ConditionsOperation in experiment
93.5% With 5%-palladium/activated carbon; hydrogen; In methanol; for 12h; A mixture of compound 1 (2.6mmol), 74 methanol (10mL), and 5% 75 Pd/C (0.38mmol) was stirred under an atmosphere of hydrogen for 12h. The Pd/C was then removed by suction filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Petroleum ether/ethy acetate=20:1 v/v) to give 76 compound 5 (380mg, 93.5%) as a colorless oil. 1H NMR (500MHz, CDCl3) delta 1.71-1.80 (m, 4H), 1.52 (m, 1H), 1.23-1.20 (m, 1H), 1.13 (s, 6H), 1.03-1.00 (m, 2H), 0.87-0.90 (m, 2H), 0.85-0.86 (d, J=6.5Hz, 3H). (0047) 13C NMR (126MHz, CDCl3) delta 73.07, 48.98, 35.49, 35.49, 32.83, 27.54, 27.54, 27.13, 27.13, 22.70. ESI-MS: m/z=179 [M+Na]+.
Pd-C; In ethanol; a. 2-(4-Methylcyclohexyl)propan-2-ol <strong>[98-55-5]alpha-Terpineol</strong> (6.17 g) in ethanol (130 ml) was hydrogenated for 1 h at atmospheric pressure using 10% Pd-C catalyst (290 mg). The catalyst was then removed by filtration through Kieselguhr and the solvent was removed under reduced pressure to leave the title compound as an oil (5.93 g). Distillation gave an oil (4.56 g) b.p. (13 mm) 98; numax (film) 3375, 2940, 1445, 1160, 1140, and 910 cm-1; deltaH (60 MHz, CDCl3) 0.6-2.0(m).
  • 3
  • [ 98-55-5 ]
  • [ 1197-01-9 ]
  • [ 498-81-7 ]
  • 6
  • [ 98-55-5 ]
  • palladium-catalysts [ No CAS ]
  • [ 1197-01-9 ]
  • [ 498-81-7 ]
  • 7
  • [ 98-55-5 ]
  • [ 15356-70-4 ]
  • copper catalysts [ No CAS ]
  • [ 498-81-7 ]
  • [ 10458-14-7 ]
  • 8
  • [ 98-55-5 ]
  • [ 15356-70-4 ]
  • nickel catalysts [ No CAS ]
  • [ 498-81-7 ]
  • [ 10458-14-7 ]
  • 9
  • [ 99-82-1 ]
  • [ 498-81-7 ]
  • [ 21129-27-1 ]
  • [ 470-65-5 ]
YieldReaction ConditionsOperation in experiment
1: 5.71% 2: 49.16% 3: 34.44% With deuterioporphyrin dimethyl ester ferric chloride In dichloromethane at 130℃; for 18h; 1 Embodiment 1 Embodiment 1The main component of the starting material in the mass fraction (GC method): trans-p-menthane 71.91%, cis-menthane 25.39%; 1.38% 2,6-dimethyl octane. Equipped with a ventilation tube, a reflux condenser, a thermometer round bottom flask was added calculated amount of p-menthane 100g, plus5mg into (i.e., catalyst concentration 50mg / kg) was dissolved 0.5mLCH2Cl2, having the structural formula (I) of the metalloporphyrin, wherein R1 = R3 = H, R2 = CH3, R4 = (CH2) 2COOCH3, M = Fe, X = Cl formed transparent homogeneous solution after stirring, the mixture is heated to 130 , when the heating temperature was raised to the set temperature of air introduced into commercially available control the gas flow rate of 60mL / min incubation the reaction 18H, products were analyzed by the GC trace, menthane conversion rate of 17.78%, the reaction selectivity and Meng Meng oxazolidinone alcohol was 77.49%.The method of post-processing of the reaction liquid: is filtered to remove precipitated solid catalyst, transferred to the distillation still in the filtrate, the filtrate by adding a small amount of solid NaOH is weakly alkaline, to Meng Wan unreacted separation by distillation of the crude product obtained after meng Wanchun, after rectification of the crude product the product meng Wanchun, the main components in the product to : (1) the P-menthane-1-ol 49.16%, (2) the P-menthane-2-ol 1.03%, (3) the P-menthane-3-ol 2.46%, (4) to which-4-ol 5.71%, (5) the P-menthane-8-ol 34.44%, (6) the P-menthane-2-ketone 3.90 and (7) the P-menthane-3-ketone 1.18%.
With C32H32CoN4O4 at 130℃; for 17h; Overall yield = 10.2 %; chemoselective reaction; 2.2. Hydroxylation procedure General procedure: The oxidation of p-menthane was carried out in liquid phase in a 250 mL four-necked glass flask equipped with a heating magnetic whisk, a reflux condenser, a thermometer and a breather pipe. Air was fed to the reactor through the air bottle and the flow rate was measured by a rotameter. In a typical procedure, 100 g p-menthane and a certain amount of metalloporphyrin were added. When the reaction temperature reached 100-160 °C, air was pumped into the mixture with a flow rate of 20-100 mL/min. The reaction mixture was sampled and identified by GC or GC-MS every 1 h.
 

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