4-Piperidineethanol

Product Name4-Piperidineethanol
CAS622-26-4
MFC7H15NO
MW129.2
EINECS210-727-7
MOL File622-26-4.mol

Chemical Properties

Melting point	46-47 °C (lit.)
Boiling point	131-136 °C/17 mmHg (lit.)
Density	1.0059
refractive index	n20/D 1.4902(lit.)
Flash point	>230 °F
storage temp.	2-8°C
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Oil
pka	15.10±0.10(Predicted)
color	Brown
InChI	InChI=1S/C7H15NO/c9-6-3-7-1-4-8-5-2-7/h7-9H,1-6H2
InChIKey	LDSQQXKSEFZAPE-UHFFFAOYSA-N
SMILES	N1CCC(CCO)CC1
CAS DataBase Reference	622-26-4(CAS DataBase Reference)
NIST Chemistry Reference	4-Ethanolpiperidine(622-26-4)
EPA Substance Registry System	4-Piperidineethanol (622-26-4)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-37/39-24/25
WGK Germany	3
Hazard Note	Irritant
TSCA	TSCA listed
HS Code	29333990
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
4-Ethanolpiperidine	English
SigmaAldrich	English
ACROS	English

Usage And Synthesis

Chemical Properties

white crystalline low melting solid

Uses

Reactant for synthesis of:• ;Ursolic acid derivatives1• ;Amodiaquine analogues for treatment of cerebral malaria2• ;Spiroimidazolidinone NPC1L1 inhibitors3• ;Piperazinyl glutamate pyridines as orally bioavailable P2Y12 antagonists for inhibition of platelet aggregation4• ;Neurokinin-2 receptor antagonists5• ;Hepatitis C virus NS5B polymerase inhibitors6

Uses

4-Piperidineethanol have been used as an intermediate in the synthetic preparation of cellular-active allosteric inhibitors of FAK

Uses

4-Piperidineethanol have been used as a intermediate in the synthetic preparation of cellular-active allosteric inhibitors of FAK

Synthesis

51052-78-9

622-26-4

Lithium tetrahydroaluminum (0.06 mol) was added to ice-bath cooled anhydrous tetrahydrofuran (80 mL) under nitrogen protection, followed by the slow addition of crushed 4-piperidineacetic acid (4.95 g, 0.03 mol), and the temperature of the reaction was controlled to be no more than 30 °C. The reaction mixture was stirred at 25 °C overnight. Upon completion of the reaction, the system was cooled to 0 °C and water (3 mL), 30% aqueous sodium hydroxide solution (3 mL), and water (3 mL) were added sequentially and slowly dropwise. The resulting mixture was continued to be stirred at 25 °C for 30 min. Finally, the solvent was removed by distillation under reduced pressure to give 2.23 g of light yellow solid product in 62.5% yield.

References

[1] Patent: CN103755686, 2016, B. Location in patent: Paragraph 0099; 0100

Preparation Products And Raw materials

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