![](/CAS/GIF/144261-13-2.gif)
1,3-Difluor-5-(trans-4-propylcyclohexyl)-benzol synthesis
- Product Name:1,3-Difluor-5-(trans-4-propylcyclohexyl)-benzol
- CAS Number:144261-13-2
- Molecular formula:C15H20F2
- Molecular Weight:238.32
![Cyclohexanol, 1-(3,5-difluorophenyl)-4-propyl-](/CAS/20210305/GIF/148150-92-9.gif)
148150-92-9
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![1,3-Difluor-5-(trans-4-propylcyclohexyl)-benzol](/CAS/GIF/144261-13-2.gif)
144261-13-2
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Yield:144261-13-2 58.05 g
Reaction Conditions:
Stage #1: 1-(1-hydroxy-4-propylcyclohexyl)-3,5-difluorobenzenewith toluene-4-sulfonic acid in toluene; for 2 h;Inert atmosphere;Reflux;
Stage #2: with 5%-palladium/activated carbon;hydrogen in ethyl acetate; under 37503.8 Torr; for 6 h;Inert atmosphere;
Stage #3: with potassium tert-butylate in N,N-dimethyl-formamide at 20; for 4 h;Inert atmosphere;
Steps:
3.3-2
10106] (3-2) In a nitrogen atmosphere, 132 g of crude 1-(1 - hydroxy-4-propylcyclohexyl)-3,5-difluorobenzene and 2.99 g of p-toluenesulfonic monohydrate were dissolved in 250 mE of toluene, and the resultant solution was stirred for 2 hours under reflux while the produced water was removed. Afier the solution was allowed to cool to room temperature, an organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated brine, and dried by adding sodium sulfate, and then the solvent was distilled off underreduced pressure. Then, the whole amount of the resultantresidue was dissolved in 280 mE of ethyl acetate, and 7.1 g ofpalladium 5%/carbon was added to the solution, followed bystirring in a hydrogen atmosphere at 5 Mpa for 6 hours. After the palladium catalyst was filtered off, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography. Then, the whole amount of the resultant product and 3.39 g of tertiary butoxypotassium were dissolved in 350 mE of DMF, followed by stirring at room temperature for 4 hours. Then, water and hexane were added to separate an organic layet Further, an aqueous layer was subjected to extraction with hexane, and the hexane extract was combined with the organic layer and washed with saturated brine. The resultant mixture was dried by adding sodium sulfate, the solvent was distilled off, and distillation under reduced pressure (206 Pa, b. p.=llO° C. to 112° C.) yielded 58.05 g of 1-(trans-4-propylcyclohexyl)-3, 5 -difluorobenzene.
References:
US2014/275577,2014,A1 Location in patent:Paragraph 0104; 0106
![1-Bromo-3,5-difluorobenzene](/CAS/GIF/461-96-1.gif)
461-96-1
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![1,3-Difluor-5-(trans-4-propylcyclohexyl)-benzol](/CAS/GIF/144261-13-2.gif)
144261-13-2
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![4-Propylcyclohexanone](/CAS/GIF/40649-36-3.gif)
40649-36-3
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![1,3-Difluor-5-(trans-4-propylcyclohexyl)-benzol](/CAS/GIF/144261-13-2.gif)
144261-13-2
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![1,3-difluoro-5-(4-propylcyclohex-1-en-1-yl)benzene](/CAS/20200331/GIF/148151-00-2.gif)
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![1,3-Difluor-5-(trans-4-propylcyclohexyl)-benzol](/CAS/GIF/144261-13-2.gif)
144261-13-2
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$6.00/1g
![1-Bromo-3,5-difluorobenzene](/CAS/GIF/461-96-1.gif)
461-96-1
476 suppliers
$6.00/10g
![4-Propylcyclohexanone](/CAS/GIF/40649-36-3.gif)
40649-36-3
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$7.00/5g
![1,3-Difluor-5-(trans-4-propylcyclohexyl)-benzol](/CAS/GIF/144261-13-2.gif)
144261-13-2
43 suppliers
$6.00/1g