Water → 1-(1H-Imidazol-4-yl)-1-(6-methoxynaphthalen-2-yl)ethanol
Reaction equation
COC1C=C2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]([C:15]1[N:16]=[CH:17][N:18](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:19]=1)=[O:14])[CH:7]=[CH:6]2.[CH3:39][Mg]Br.[Cl-].[NH4+].O.[CH2:45]1[CH2:49][O:48][CH2:47][CH2:46]1>CCOCC>[NH:18]1[CH:19]=[C:15]([C:13]([C:8]2[CH:7]=[CH:6][C:46]3[C:10](=[CH:11][CH:12]=[C:49]([O:48][CH3:47])[CH:45]=3)[CH:9]=2)([OH:14])[CH3:39])[N:16]=[CH:17]1Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
(6-Methoxynaphthalen-2-yl)-(1-trityl-1H-imidazol-4-yl)ketone (2.50 g) was dissolved in THF (20 ml), and the solution was cooled to 0° C. To the solution was slowly added dropwise a solution of methylmagnesium bromide in ether (3.0M, 3.4 ml), and the mixture was stirred for 20 min at 0° C. To the reaction mixture was added saturated aqueous solution of ammonium chloride and water. The mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous solution of sodium chloride, dried and concentrated to give the titled compound (2.51 g) as a colorless powder.
Workup
- extractionThe mixture was extracted with ethyl acetate
- washThe extract was washed with saturated aqueous solution of sodium chloride
- customdried
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-84c5c4d792e0433db5d25eac860d4aa3
- Source dataset
- uspto-grants-2003_06
- Patent number
- US06573289B1
Reaction notes
Loading…