ChemicalBook--->CAS DataBase List--->1458-63-5

1458-63-5

1458-63-5 Structure

1458-63-5 Structure
IdentificationBack Directory
[Name]

1-(3-Chloropropyl)piperidine HCl
[CAS]

1458-63-5
[Synonyms]

3-piperidinopropyl chloride
Piperidine, 1-(3-chloropropyl)-
1-(3-Chloropropyl)piperidine HCl
3-(1-piperidinyl)propyl chloride
[Molecular Formula]

C8H16ClN
[MDL Number]

MFCD00044515
[MOL File]

1458-63-5.mol
[Molecular Weight]

161.67
Chemical PropertiesBack Directory
[Boiling point ]

95-103 °C(Press: 25 Torr)
[density ]

0.9951 g/cm3
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[pka]

9.15±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319
[Precautionary statements ]

P305+P351+P338
[HS Code ]

2933399990
Hazard InformationBack Directory
[Chemical Properties]

Boiling point 90℃/2kPa, hydrochloride is crystalline, melting point 218-220℃.
[Uses]

1-(3-Chloropropyl)piperidine was used as a reactant in the preparation of non-imidazole heterocyclic histamine H3 receptor antagonists.
[Synthesis]

Piperidine

110-89-4

1-Bromo-3-chloropropane

109-70-6

1-(3-Chloropropyl)piperidine HCl

1458-63-5

General procedure: 160 g (1.016 mol) of 1-bromo-3-chloropropane was added to the reactor at a temperature of 20±5°C with constant stirring. 86.1 g (1.011 mol) of piperidine was slowly added dropwise over a period of 2-3 hours. After completion of the dropwise addition, the reaction was continued with stirring for 1 hour. Subsequently, 100 mL of 30% sodium hydroxide solution was added and the reaction was continued for 4 hours. Upon completion of the reaction, a liquid-liquid separation was carried out and the organic phase was dried over anhydrous sodium sulfate. Finally, 127 g of 1-(3-chloropropyl)piperidine was obtained in 78.56% yield.

[References]

[1] Patent: CN104447620, 2016, B. Location in patent: Paragraph 0053-0055
[2] Patent: CN106749101, 2017, A. Location in patent: Paragraph 0037; 0038
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 8, p. 2394 - 2399
[4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 19, p. 4666 - 4670
[5] Pharmazie, 1980, vol. 35, # 2, p. 69 - 72
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