1-BOC-4-FORMYL-4-METHYL-PIPERIDINE

1-BOC-4-FORMYL-4-METHYL-PIPERIDINE Property

Boiling point:

300.3±35.0 °C(Predicted)

Density 

1.083±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

-2.10±0.40(Predicted)

Appearance

Colorless to light yellow Liquid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

1-BOC-4-FORMYL-4-METHYL-PIPERIDINE Chemical Properties,Usage,Production

Synthesis

1-Boc piperidine-4-carbaldehyde (35.0 g, 164.1 mmol) was dissolved in dichloromethane (200 mL) and the solution was cooled to 0 °C. Potassium tert-butoxide (23.9 g, 213 mmol) was added to the solution with stirring, followed by slow addition of iodomethane (69.9 g, 492 mmol). The reaction mixture was stirred at 0 °C for 30 min, then gradually warmed to room temperature and continued stirring for 1.5 h. The reaction was completed by pouring the mixture into the solution. After completion of the reaction, the mixture was poured into brine (400 mL) and the organic layer was separated. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography to afford 1-Boc-4-formyl-4-methylpiperidine (16.36 g, 72.0 mmol, 43.8% yield).

References

[1] Patent: WO2008/118718, 2008, A2. Location in patent: Page/Page column 84
[2] Patent: WO2014/28384, 2014, A1. Location in patent: Page/Page column 112
[3] Patent: WO2014/164467, 2014, A1. Location in patent: Page/Page column 65
[4] Patent: WO2014/164428, 2014, A1. Location in patent: Page/Page column 61
[5] Patent: WO2013/127828, 2013, A1. Location in patent: Page/Page column 62