Ethyl Bromide → HCID 178463965, compound
Reaction equation
[Mg:1].C([Br:4])C.[CH3:5][N:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19](Br)=[CH:18][CH:17]=1)[CH2:7][CH3:8]>O1CCCC1>[CH3:5][N:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([Mg:1][Br:4])=[CH:20][CH:21]=1)[CH2:7][CH3:8]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
A 200 mL flask provided with a stirrer and a reflux condenser was charged in a nitrogen gas atmosphere with 1.2 g (0.05 mol) of metallic magnesium (cut form, 20-50 mesh size) (available from Yamaishi Metals Co., Ltd.), 20.0 g of tetrahydrofuran (available from Kanto Chemical Co., Inc.) and 0.3 g (0.003 mol) of ethyl bromide (available from Kanto Chemical Co., Inc.). The content was heated under reflux of solvent for 30 minutes. Then the reaction liquid was cooled to 5° C., and a solution in 30.0 g of tetrahydrofuran of 15.7 g (0.05 mol) of the p-(N-methyl-N-ethylaminohexyloxy)bromobenzene, synthesized at the above-mentioned step 2), was dropwise added at 5° C. over a period of 1 hour. The mixed reaction liquid was maintained at that temperature for 2 hours while being stirred. Thus a solution in tetrahydrofuran of the target p-(N-methyl-N-ethylaminohexyloxy)phenylmagnesium bromide was obtained.
Workup
- customA 200 mL flask provided with a stirrer and a reflux condenser
- temperatureThe content was heated
- temperatureunder reflux of solvent for 30 minutes
- customThen the reaction liquid
- additionwas dropwise added at 5° C. over a period of 1 hour
- customThe mixed reaction liquid
- temperaturewas maintained at that temperature for 2 hours
Sources & evidence
- ORD record
- ord-c4a86ff0df274be9b3d3a4c1cf3081b9
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07816475B2
Reaction notes
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