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ChemicalBook--->CAS DataBase List--->39743-20-9

39743-20-9

39743-20-9 Structure

39743-20-9 Structure
IdentificationBack Directory
[Name]

1-(3-CHLOROPROPYL)-PYRROLIDINE
[CAS]

39743-20-9
[Synonyms]

Albb-007086
N-CHLOROPROPYL PYRROLIDINE
1-(3-CHLOROPROPYL)-PYRROLIDINE
Pyrrolidine,1-(3-chloropropyl)-
(3-Chloropropyl)pyrrolidine, HCl
[Molecular Formula]

C7H14ClN
[MDL Number]

MFCD07787234
[MOL File]

39743-20-9.mol
[Molecular Weight]

147.65
Chemical PropertiesBack Directory
[Boiling point ]

88-89 °C(Press: 22 Torr)
[density ]

1.016±0.06 g/cm3(Predicted)
[storage temp. ]

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

10.10±0.20(Predicted)
[Appearance]

Colorless to light yellow Liquid
[InChI]

InChI=1S/C7H14ClN/c8-4-3-7-9-5-1-2-6-9/h1-7H2
[InChIKey]

SPRTXTPFQKHSBG-UHFFFAOYSA-N
[SMILES]

N1(CCCCl)CCCC1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H317-H319
[Precautionary statements ]

P280-P305+P351+P338
[HazardClass ]

IRRITANT
Spectrum DetailBack Directory
[Spectrum Detail]

1-(3-CHLOROPROPYL)-PYRROLIDINE(39743-20-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

Pyrrolidine

123-75-1

1-Bromo-3-chloropropane

109-70-6

1-(3-CHLOROPROPYL)-PYRROLIDINE

39743-20-9

Example 4 Synthesis of 1-(3-chloropropyl)pyrrolidine At 0°C, 186 g (1.18 mol) of 1-bromo-3-chloropropane was dissolved in 200 ml of ether and 2 equivalents of pyrrolidine were slowly added. After addition, the reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the resulting white solid was removed by filtration. Ice-cold 10% hydrochloric acid solution was added to the filtrate and the ether layer was discarded after partitioning. The aqueous phase was alkalized with ice-cold 20% sodium hydroxide solution and subsequently extracted with ether. The organic phases were combined and dried over anhydrous sodium sulfate. The ether was evaporated under reduced pressure and the residue was distilled under reduced pressure at 95 °C/30 mmHg to give 91 g of the target product 1-(3-chloropropyl)pyrrolidine as a pale yellow liquid in 53% yield.

[References]

[1] Pharmazie, 1980, vol. 35, # 2, p. 69 - 72
[2] Patent: EP1593679, 2005, A1. Location in patent: Page/Page column 27
[3] Patent: US2005/245524, 2005, A1. Location in patent: Page/Page column 27
[4] European Journal of Medicinal Chemistry, 2014, vol. 89, p. 198 - 206
[5] Journal of the American Chemical Society, 1955, vol. 77, p. 2855,2857
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