3-(3-(Trifluoromethyl)phenyl)propan-1-ol 78573-45-2

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3-(3-(Trifluoromethyl)phenyl)propan-1-ol Basic information Product Name: 3-(3-(Trifluoromethyl)phenyl)propan-1-ol Synonyms: 3-(3'-TRIFLUOROMETHYL PHENYL) PROPANOL;3-(3-TRIFLUOROMETHYL-PHENYL)-PROPAN-1-OL;3-(Trifluoromethyl)benzenepropanol;Cinacalcet Intermediate 1;Cinacalcet I;Cinacalcet InterMediates;3-(3-(trifluoroMrthyl)pheny1)propan-1-ol;3-(3-Hydroxyprop-1-yl)benzotrifluoride, 3-(3-Hydroxyprop-1-yl)-alpha,alpha,alpha-trifluorotoluene CAS: 78573-45-2 MF: C10H11F3O MW: 204.19 EINECS: 616-635-7 Product Categories: Cinacalcet Intermediate;Aromatics Compounds;Aromatics;Intermediates Mol File: 78573-45-2.mol 3-(3-(Trifluoromethyl)phenyl)propan-1-ol Chemical Properties Boiling point  68-71℃/0.4mm density  1.10 refractive index  1.4620 to 1.4660 storage temp.  Sealed in dry,Room Temperature solubility  DMSO (Slightly), Methanol (Slightly) pka 15.04±0.10(Predicted) form  Liquid color  Colorless InChI InChI=1S/C10H11F3O/c11-10(12,13)9-5-1-3-8(7-9)4-2-6-14/h1,3,5,7,14H,2,4,6H2 InChIKey QWXKQVIMGVVIBX-UHFFFAOYSA-N SMILES C1(CCCO)=CC=CC(C(F)(F)F)=C1 Safety Information HS Code  2906290090 3-(3-(Trifluoromethyl)phenyl)propan-1-ol Usage And Synthesis Chemical Properties Brown Oil Uses 3-(Trifluoromethyl)benzenepropanol-d4 is an intermediate in the synthesis of Cinacalcet-d4 Hydrochloride (C441803), a labeled analogue of Cinacalcet Hydrochloride (C441800), the (R) enantiomer of Cinacalcet which is used in clinical trial in secondary hyperparathyroidism. Definition ChEBI: 3-[3-(trifluoromethyl)phenyl]propan-1-ol is an organofluorine compound that is 3-phenylpropan-1-ol bearing a trifluoromethyl group at position 3 on the phenyl ring. It is an organofluorine compound and a member of propan-1-ols. Synthesis 65126-85-4 78573-45-2 To a solution of 14.5 g (72.5 mmol) of purified 3-(3-trifluoromethylphenyl)propargyl alcohol in 50 mL of 2-propanol was added 0.38 g of 10% Pd/C (Selcat Q6). The reaction mixture was subjected to hydrogenation at a temperature of 42-45°C and a pressure of 5 bar until all feedstocks were completely converted (about 5 hours). Upon completion of the reaction, it was filtered to remove the catalyst and the catalyst was washed with a small amount of 2-propanol. Subsequently, the filtrate was concentrated by evaporation under reduced pressure. The crude product obtained (14.5 g, 100.0%) was purified by distillation under reduced pressure, resulting in 10.5 g (yield: 72.1%) of the target product 3-(3-trifluoromethylphenyl)propanol as an almost colorless oil (boiling point: 58-60 °C/1.1-1.5 mbar). References [1] Organic Letters, 2019, vol. 21, # 1, p. 65 - 69 [2] Patent: US2010/267988, 2010, A1. Location in patent: Page/Page column 4 [3] Patent: EP2327684, 2011, A1. Location in patent: Page/Page column 6 [4] Patent: US2011/124917, 2011, A1. Location in patent: Page/Page column 3 3-(3-(Trifluoromethyl)phenyl)propan-1-ol Preparation Products And Raw materials Raw materials 1-(3-(trifluoromethyl)phenyl)prop-2-en-1-ol-->3-(3-Trifluoromethylphenyl)propionic acid-->3-(Trifluoromethyl)cinnamic acid-->3-(3-(trifluoroMethyl)phenyl)prop-2-yn-1-ol-->3-(3-Trifluoromethyl-phenyl)-prop-2-en-1-ol-->3-（trifluoromethyl) Cinnamaldehyde-->Cinacalcet Impurity 37-->3-(3-(Trifluoromethyl)phenyl)propanal-->3-(3-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID ETHYL ESTER-->Methyl 3-(3-(trifluoroMethyl)phenyl)propanoate-->3-(Trifluoromethyl)benzaldehyde-->3-Bromobenzotrifluoride Preparation Products 3-(Trifluoromethyl)phenylacetone-->Benzene, 1-(3-chloropropyl)-3-(trifluoroMethyl



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