ChemicalBook--->CAS DataBase List--->632352-56-8

632352-56-8

632352-56-8 Structure

632352-56-8 Structure
IdentificationBack Directory
[Name]

1-Boc-3-phenylpiperidin-4-one
[CAS]

632352-56-8
[Synonyms]

1-Boc-3-phenyl-4-piperidone
1-BOC-3-PHENYL-PIPERIDIN-4-ONE
1-Boc-3-Phenylpiperidin-4-one 96%
tert-butyl 4-Oxo-3-phenylpiperidine-1-carboxylat
tert-butyl 4-oxo-3-phenylpiperidine-1-carboxylate
4-oxo-3-phenyl-1-piperidinecarboxylic acid tert-butyl ester
1-Piperidinecarboxylic acid, 4-oxo-3-phenyl-, 1,1-diMethylethyl ester
[Molecular Formula]

C16H21NO3
[MDL Number]

MFCD08669341
[MOL File]

632352-56-8.mol
[Molecular Weight]

275.34
Chemical PropertiesBack Directory
[Melting point ]

93-94 °C
[Boiling point ]

400.8±45.0 °C(Predicted)
[density ]

1.122±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

-2.03±0.40(Predicted)
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C16H21NO3/c1-16(2,3)20-15(19)17-10-9-14(18)13(11-17)12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3
[InChIKey]

SIZBVZFDWNCKJM-UHFFFAOYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCC(=O)C(C2=CC=CC=C2)C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

1-Boc-3-phenylpiperidin-4-one(632352-56-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Phenyl-4-piperidone

76041-09-3

Di-tert-butyl dicarbonate

24424-99-5

1-Boc-3-phenylpiperidin-4-one

632352-56-8

To a solution of 3-phenylpiperidin-4-one (3.47 g) and triethylamine (2.76 ml) in acetonitrile (50 ml) prepared in Method 4 was added di-tert-butyl dicarbonate (6.55 g) and the reaction mixture was stirred for 14 hours at room temperature. After completion of the reaction, the mixture was poured into water and the product was extracted with ethyl acetate. The organic phase was washed sequentially with 10% aqueous citric acid and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product obtained was separated and purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10:1) to give tert-butyl 4-oxo-3-phenylpiperidine-1-carboxylate as a white powder (3.90 g, 71% yield). The product can be used directly in the subsequent reaction without further purification.

[References]

[1] European Journal of Organic Chemistry, 2007, # 26, p. 4376 - 4382
[2] Patent: EP1553084, 2005, A1. Location in patent: Page/Page column 44
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