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Method for producing 4-cyclohexyl-2-methyl-2-butanol

A technology of cyclohexyl and methyl, which is applied in the field of preparing 4-cyclohexyl-2-methyl-2-butanol, can solve the problems of undescribed preparation methods, achieve high selectivity and prevent movement

Inactive Publication Date: 2016-12-07
BASF AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, no other preparation methods have been described so far in the literature

Method used

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  • Method for producing 4-cyclohexyl-2-methyl-2-butanol
  • Method for producing 4-cyclohexyl-2-methyl-2-butanol

Examples

Experimental program
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preparation Embodiment 1

[0106] Preparation Example 1: Preparation of Hydrogenation Catalyst

[0107] The support material used is spherical SiO 2 Carrier (type AF125 from BASF SE) with a ball diameter of 3-5 mm and a bulk density of 0.49 kg / l. BET surface area is 337m 2 / g, water absorption (WA) is 0.83ml / g. For impregnation a 14.25% by weight solution of ruthenium(III) acetate in acetic acid from Umicore was used.

[0108] 200 g of the carrier was first added to the round bottom flask. 15 g of ruthenium acetate solution was diluted to 150 ml (90% WA) with distilled water. The support material was first charged into the distillation flask of the rotary evaporator and the first quarter of the solution was pumped onto the support material at 3-6 rpm under slightly reduced pressure. When the addition was complete, the support was left on the rotary evaporator for an additional 10 minutes at 3-6 rpm to homogenize the catalyst. This impregnation-homogenization step is repeated three more times until...

Embodiment 1

[0110] Step a)

[0111] The reaction was carried out in a continuous laboratory apparatus as a reactor containing a 300 ml autoclave, which was operated under pressure regulation. Thus, the amount withdrawn at any time corresponds to the amount introduced. The withdrawn reaction mixture was cooled, decompressed, and collected in a discharge vessel.

[0112] A solution of styrene in isopropanol (30% by weight, 200 g / h) was pumped in the reactor via laboratory equipment at an average temperature of 410°C. The conversion of styrene was 85.1%, and 12.5 g / h of 2-methyl-4-phenyl-2-butanol were obtained at steady state. Samples were analyzed by gas chromatography.

[0113] Step b)

[0114] In a 300ml autoclave, first add 10.2g of 2-methyl-4-phenyl-2-butanol (62mmol) from step a) dissolved in 150ml of tetrahydrofuran (62mmol), and the catalyst basket from Preparation Example 1 1.7g of catalyst. The autoclave was purged three times with nitrogen and then hydrogen was injected to ...

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Abstract

The invention relates to a method for producing 4-cyclohexyl-2-methyl-2-butanol, comprising: a) reacting styrene with isopropanol at elevated temperature, wherein 2-methyl-4-phenyl-2-butanol is obtained; and b) hydrogenating 2-methyl-4-phenyl-2-butanol by means of heterogeneous catalysis on a catalyst suitable for the ring hydrogenation of aromatics, wherein the molar ratio of the styrene used in step a) to the isopropanol used in step a) lies within the range from 1 : under 5 to 1 : 0.5.

Description

[0001] This application is a divisional application of Chinese patent application 201280044232.6. The filing date of this Chinese patent application is September 10, 2012. The title of the invention is "Method for preparing 4-cyclohexyl-2-methyl-2-butanol". technical field [0002] The invention relates to a method for preparing 4-cyclohexyl-2-methyl-2-butanol. Background technique [0003] 4-Cyclohexyl-2-methyl-2-butanol, also known as coralline, is a perfume with a lily-of-the-valley scent, the use of which as a component of perfume compositions has been first disclosed in US4,701,278. [0004] The preparation of 4-cyclohexyl-2-methyl-2-butanol is also described in N.E.Okazawa et al., Can.J.Chem.60(1982), 2180-93, and involves the conversion of 3-cyclohexylpropionic acid to the acid chloride, which is then reacted with 2 moles of methyllithium to give 4-cyclohexyl-2-methyl-2-butanol. Owing to the use of methyllithium, this production process involves not negligible risks,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/19C07C31/135C07C29/44C07C33/20
CPCB01J23/462B01J23/56C07C29/19C07C29/44C07C29/80C07C2601/14B01J37/0203B01J37/18B01J33/00B01J21/08B01J35/31B01J35/397B01J35/51B01J35/40B01J35/66B01J35/635B01J35/615B01J35/647C07C31/1355C07C33/20
Inventor R·舒赫S·鲁德纳尔K·埃贝尔R·派尔泽A·凯勒
Owner BASF AG
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