9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one

9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Property

Boiling point:

371.1±42.0 °C(Predicted)

Density 

1.170±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

6.01±0.20(Predicted)

Appearance

White to off-white Solid

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

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P271Use only outdoors or in a well-ventilated area.

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.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

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

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Chemical Properties,Usage,Production

Synthesis

A solution of potassium carbonate (2.94 g, 14.16 mmol) in DMF (10 mL) was slowly added dropwise at room temperature to a stirred solution of 3-oxa-9-azabicyclo[3.3.1]nonan-7-one hydrochloride (1.26 g, 7.08 mmol, CAS: 1126795-00-3, purchased from PharmaBlock (Nanjing) R&D Co. 14.16 mmol) in DMF (10 mL) solution at room temperature. Benzyl bromide (1.33 g, 7.78 mmol) was then added. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was concentrated and the residue was partitioned between water (5 mL) and ethyl acetate (20 mL). The organic layer was separated, dried over anhydrous sodium sulfate, filtered and concentrated. Purification of the residue by column chromatography afforded the target compound 9-benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one (1.38 g, 84.2% yield). The structure of the product was confirmed by 1H NMR (CDCl3, 400 MHz) and LC/MS: 1H NMR (CDCl3, 400 MHz) δ 7.36 (m, 5H), 3.93 (s, 2H), 3.86 (d, J = 11.0 Hz, 2H), 3.73 (d, J = 10.8 Hz, 2H), 3.18 (d, J = 5.6 Hz, 2H), 2.76 (d, J = 5.6 Hz, 2H), 3.18 (d, J = 5.6 Hz, 2H). 2H), 2.76 (dd, J = 15.9, 5.6 Hz, 2H), 2.35 (d, J = 15.6 Hz, 2H); LC/MS: Calculated value 232 (MH+), Experimental value 232 (MH+).

References

[1] Patent: WO2014/184328, 2014, A1. Location in patent: Page/Page column 112