ChemicalBook--->CAS DataBase List--->157327-41-8

157327-41-8

157327-41-8 Structure

157327-41-8 Structure
IdentificationBack Directory
[Name]

1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine
[CAS]

157327-41-8
[Synonyms]

tert-Butyl 3-((dimethylamino)
-4-oxopiperidine-1-carboxylate
1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine
3-[(Dimethylamino)methylene]piperidin-4-one, N1-BOC protected
tert-butyl 3-[(diMethylaMino)Methylidene]-4-oxopiperidine-1-carboxylate
3-[(Dimethylamino)methylene]-4-oxopiperidine-1-carboxylic acid tert-butyl ester
3-(dimethylaminomethylidene)-4-oxo-1-piperidinecarboxylic acid tert-butyl ester
1-Piperidinecarboxylic acid, 3-[(dimethylamino)methylene]-4-oxo-, 1,1-dimethylethyl ester
[Molecular Formula]

C13H22N2O3
[MDL Number]

MFCD08443986
[MOL File]

157327-41-8.mol
[Molecular Weight]

254.33
Chemical PropertiesBack Directory
[Melting point ]

85~87℃
[Boiling point ]

357.9±42.0 °C(Predicted)
[density ]

1.144±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

solid
[pka]

5.07±0.20(Predicted)
[Appearance]

Light yellow to yellow Solid
[InChI]

InChI=1S/C13H22N2O3/c1-13(2,3)18-12(17)15-7-6-11(16)10(9-15)8-14(4)5/h8H,6-7,9H2,1-5H3
[InChIKey]

YUSMZDVTEOAHDL-UHFFFAOYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCC(=O)C(=CN(C)C)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
[WGK Germany ]

WGK 3
[HS Code ]

2933399990
[Storage Class]

11 - Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine(157327-41-8)1HNMR
1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine(157327-41-8)FT-IR
Hazard InformationBack Directory
[Synthesis]

N-(tert-Butoxycarbonyl)-4-piperidone

79099-07-3

N,N-Dimethylformamide dimethyl acetal

4637-24-5

1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine

157327-41-8

The general procedure for the synthesis of 1-Boc-3-[(dimethylamino)methylene]-4-oxopiperidine from N-tert-butoxycarbonyl-4-piperidone and N,N-dimethylformamide dimethyl acetal was as follows: N,N-dimethylformamide dimethyl acetal (18 g, 20 mL, 151 mmol) was mixed with 1-(tert-butoxycarbonyl)piperidin-4-one (30 g, 151 mmol) were dissolved in N,N-dimethylformamide (240 mL) and the reaction was stirred at 80°C for 24 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure to afford the target product 1-Boc-3-[(dimethylamino)methylene]-4-oxopiperidine as a yellow solid (38.4 g, 100% yield). Mass spectrum (ESI, positive ion mode) m/z: 255 [M + H]+.

[References]

[1] Patent: WO2014/89324, 2014, A1. Location in patent: Paragraph 0308
[2] Patent: CN104016979, 2017, B. Location in patent: Paragraph 0905; 0906; 0907
[3] Patent: CN105669672, 2016, A. Location in patent: Paragraph 0027; 0031; 0032
[4] Patent: US2013/237538, 2013, A1. Location in patent: Paragraph 0252
[5] Patent: US2013/237537, 2013, A1. Location in patent: Paragraph 0236-0237
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