3-(1-Piperidinylmethyl)phenol CAS 73279-04-6
3-(1-Piperidinylmethyl)phenol Basic information
| Product Name: | 3-(1-Piperidinylmethyl)phenol |
| Synonyms: | (4-FLUORO-PHENYL)-PIPERIDIN-4-YL-METHANONE HYDROCHLORIDE;Roxatidine Impurity 4;1-(3-HYDROXYPHENYLMETHYL)PIPERIDINE;3-(1-PIPERIDINOMETHYL)PHENOL;3-(1-PIPERIDINYLMETHYL)PHENOL;BUTTPARK 99\50-17;Piperidinol;4-(4-FLUOROBENZOYL)PIPERIDINE HCL |
| CAS: | 73279-04-6 |
| MF: | C12H17NO |
| MW: | 191.27 |
| EINECS: | |
| Product Categories: | (intermediate of roxatidine) |
| Mol File: | 73279-04-6.mol |
3-(1-Piperidinylmethyl)phenol Chemical Properties
| Melting point | 137-138°C |
| Boiling point | 308.1±17.0 °C(Predicted) |
| density | 1.097±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | soluble in Methanol |
| form | powder to crystal |
| pka | 9.97±0.10(Predicted) |
| color | White to Almost white |
| InChI | InChI=1S/C12H17NO/c14-12-6-4-5-11(9-12)10-13-7-2-1-3-8-13/h4-6,9,14H,1-3,7-8,10H2 |
| InChIKey | ORGBERFQYFWYGX-UHFFFAOYSA-N |
| SMILES | C1(O)=CC=CC(CN2CCCCC2)=C1 |
| CAS DataBase Reference | 73279-04-6(CAS DataBase Reference) |
Safety Information
| HS Code | 2933399990 |
| Synthesis | 110-89-4 100-83-4 73279-04-6 In a three-necked flask equipped with a stirrer, condenser tube and thermometer, add 2.4 g of m-hydroxybenzaldehyde dissolved in 40 mL of formic acid with stirring. The temperature was controlled to be below 60 °C and 4.2 g of hexahydropyridine was slowly added dropwise. After the dropwise addition was completed, the temperature was raised to 110 °C and the reaction was refluxed for 2 h (the progress of the reaction was monitored by thin layer chromatography). Upon completion of the reaction, the reaction solution was diluted with 150 mL of water and cooled to 15 °C. Decolorization was carried out by adding 0.1 g of activated carbon and filtered. The pH of the filtrate was adjusted with 12% ammonia to 8.5. allowed to stand and crystallized at 10 °C. The crystals were collected by filtration, washed with cold water and dried to give Intermediate III-1 (3-(1-piperidinylmethyl)phenol) 3.0 g as yellow crystals in 78% yield. |
| References | [1] Arzneimittel-Forschung/Drug Research, 1985, vol. 35, # 7, p. 1025 - 1029 [2] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 4, p. 989 - 994 [3] ChemMedChem, 2015, vol. 10, # 1, p. 83 - 93 [4] Patent: CN103626722, 2016, B. Location in patent: Paragraph 0049-0052 [5] Synthetic Communications, 1999, vol. 29, # 1, p. 15 - 20 |
3-(1-Piperidinylmethyl)phenol Preparation Products And Raw materials
| Raw materials | 3-(PIPERIDIN-1-YLMETHYL)ANILINE-->Piperidine, 1-[(3-methoxyphenyl)methyl]--->Piperidine-->3-Hydroxybenzaldehyde |
| Preparation Products | Roxatidine |
