ChemicalBook--->CAS DataBase List--->10315-06-7

10315-06-7

10315-06-7 Structure

10315-06-7 Structure
IdentificationMore
[Name]

METHYL 1-BENZYLPIPERIDINE-4-CARBOXYLATE
[CAS]

10315-06-7
[Synonyms]

METHYL 1-BENZYLPIPERIDINE-4-CARBOXYLATE
MethylN-benzylisonipecotinate
Methyl 1-benzyl-4-piperidinecarboxylate
[EINECS(EC#)]

616-635-7
[Molecular Formula]

C14H19NO2
[MDL Number]

MFCD09750949
[Molecular Weight]

233.306
[MOL File]

10315-06-7.mol
Chemical PropertiesBack Directory
[Boiling point ]

115 °C
[density ]

1.093±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

7.86±0.10(Predicted)
[Appearance]

Colorless to light yellow Liquid
[InChI]

InChI=1S/C14H19NO2/c1-17-14(16)13-7-9-15(10-8-13)11-12-5-3-2-4-6-12/h2-6,13H,7-11H2,1H3
[InChIKey]

MXOZSPRDEKPWCW-UHFFFAOYSA-N
[SMILES]

N1(CC2=CC=CC=C2)CCC(C(OC)=O)CC1
[CAS DataBase Reference]

10315-06-7(CAS DataBase Reference)
Questions And AnswerBack Directory
[Uses]

The preparation of donepezil hydrochloride using 1-benzyl-4-piperidinecarboxaldehyde as an intermediate has been widely studied and applied. Donepezil hydrochloride is a long-acting symptomatic treatment for Alzheimer's disease (AD).
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P271-P280
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[HS Code ]

29333990
Hazard InformationBack Directory
[Chemical Properties]

Colorless liquid
[Synthesis]

Methyl isonipecotate

2971-79-1

Benzyl bromide

100-39-0

METHYL 1-BENZYLPIPERIDINE-4-CARBOXYLATE

10315-06-7

Methyl 4-piperidinecarboxylate (10.00 g, 6.4 mmol) and triethylamine (10.32 g, 10.2 mmol) were dissolved in chloroform (100 mL), and benzyl bromide (14.69 g, 8.6 mmol) was slowly added under argon protection while the reaction mixture was cooled with water and an ice bath. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, chloroform and water were added to separate the two phases. The aqueous phase was further extracted with chloroform. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure to give 13.80 g of methyl 1-benzyl-4-piperidinecarboxylate as an orange solid (yield: 88%).

[References]

[1] Arkivoc, 2010, vol. 2010, # 10, p. 132 - 148
[2] Patent: WO2004/76450, 2004, A1. Location in patent: Page 43-44
[3] Synthesis, 2002, # 7, p. 911 - 915
[4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 4324 - 4338
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL 1-BENZYLPIPERIDINE-4-CARBOXYLATE(10315-06-7)1HNMR
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