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

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

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

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine Chemical Properties,Usage,Production

Synthesis

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