Acetonitrile → HCID 11705919, compound

HRID 1724890Notes

Reaction equation

[N:1]12[CH2:8][CH2:7][C:4]([C:9]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[OH:10])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.CC#N.[C:26]1([O:32][CH2:33][CH2:34][Br:35])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(OCC)(=O)C.CCCCCC>[Br-:35].[OH:10][C:9]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:4]12[CH2:5][CH2:6][N+:1]([CH2:34][CH2:33][O:32][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)([CH2:2][CH2:3]1)[CH2:8][CH2:7]2

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 1-azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (0.055 0 g, 0.187 mmol) in 2 CH3CN/3 CHCl3 (2.5 mL) was added 2-bromoethyl phenyl ether (0.06 0 g, 0.29 mmol). The solution was stirred at 60° C. for 16 h. The reaction was cooled down to room temperature and then diluted with ethyl acetate and hexane causing a solid to crash out of solution. This solid was filtered off, and washed with hexane to give the title compound (0.063 g, 67.6%). EI-MS m/z 414(M+) Rt (1.94 min).

Workup

temperatureThe reaction was cooled down to room temperature
filtrationThis solid was filtered off
washwashed with hexane

Sources & evidence

ORD record: ord-5602fa8e0ed54c0787ed48f1e950c391
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07488827B2

Reaction notes

Loading…