Hydrochloric Acid → 1-Bromo-2-ethoxyhexane
Reaction equation
[CH2:1]([Mg]Br)[CH2:2][CH2:3][CH3:4].[Br:7][CH2:8][CH:9](Br)[O:10][CH2:11][CH3:12].O.Cl>CCOCC>[Br:7][CH2:8][CH:9]([O:10][CH2:11][CH3:12])[CH2:1][CH2:2][CH2:3][CH3:4]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
To a stirred solution of 1.68 moles of n-butylmagnesium bromide, as a 1.7 M solution in ether, is added dropwise a solution of 300 g. of 1,2-dibromo-2-ethoxyethane in 750 ml. of ether during a period of 2 hours at -15° C. The resulting mixture is stirred for one hour while warming to 20° C., then cooled to 0° C., and treated while stirring with 500 ml. of water, followed by 100 ml. of 4N hydrochloric acid. The organic layer is washed with brine, dried over magnesium sulfate and concentrated. The residue is distilled to provide a colorless liquid, b.p. 83°-84° C., 18 mm.
Workup
- temperaturecooled to 0° C.
- additiontreated
- stirringwhile stirring with 500 ml
- washThe organic layer is washed with brine
- dry with materialdried over magnesium sulfate
- concentrationconcentrated
- distillationThe residue is distilled
- customto provide a colorless liquid, b.p. 83°-84° C., 18 mm
Sources & evidence
- ORD record
- ord-366e9ff7787643498b6dc243d2ff5378
- Source dataset
- uspto-grants-1981_03
- Patent number
- US04254036
Reaction notes
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