ChemicalBook CAS DataBase List 9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one

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

6synthesis methods

Product Name:9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one
CAS Number:81514-40-1
Molecular formula:C14H17NO2
Molecular Weight:231.29

3-Oxa-9-azabicyclo[3.3.1]nonan-7-one Hydrochloride

1126795-00-3
55 suppliers
$44.00/100mg

100-39-0
438 suppliers
$10.00/10 g

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

81514-40-1
83 suppliers
$60.00/25 mg

Yield: 84.2%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20;

Steps:

10.I Step I
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. Ltd,) and potassium carbonate (2.94 g, 14.16 mmol) in DMF (10 mL) was added benzyl bromide (1.33 g, 7.78 mmol) dropwise at room temperature. The resulting mixture was stirred at room temperature overnight, then concentrated and the residue was partitioned between H₂0 (5 mL) and EtOAc (20 mL). The organic layer was dried, and then concentrated. The residue was purified to give Compound T (1.38 g, 84.2%). ¹H NMR (CDC1₃, 400 MHz): 7.36 (m, 5H), 3.93 (s, 2H), 3.86 (d, J = 11.0, 2H), 3.73 (d, J = 10.8, 2H), 3.18 (d, J = 5.6 , 2H), 2.76 (dd, J = 15.9, 5.6 Hz, 2H), 2.35 (d, J = 15.6, 2H) ppm. LC/MS: calc'd 232 (MH⁺), exp 232 (MH⁺).

References:

F. HOFFMANN-LA ROCHE AG;HOFFMANN-LA ROCHE INC.;GUO, Lei;HU, Taishan;HU, Yimin;KOCER, Buelent;KOU, Buyu;LI, Gangqin;LIN, Xianfeng;LIU, Haixia;SHEN, Hong;SHI, Houguang;WU, Guolong;ZHANG, Zhisen;ZHOU, Mingwei;ZHU, Wei WO2014/184328, 2014, A1 Location in patent:Page/Page column 112

542-05-2 Synthesis