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

MSDS

• Language:English Provider:ALFA

3-(1-Piperidinylmethyl)phenol Usage And Synthesis

Synthesis

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(73279-04-6)Related Product Information

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• 3-Trifluoromethylphenol
• 2,2,6,6-Tetramethylpiperidinooxy
• 4-Aminophenol
• p-Cresol
• Nonylphenol
• 2,2,6,6-Tetramethyl-4-piperidinol
• Cresol
• Roxatidine-d10 HeMioxalate
• N-[3-[3-(1-Piperidinylmethyl)phenoxy]propyl]amine
• Phenol Red
• Silicone oil (high temperature)
• Folin-Phenol Reagent
• Piperidine