Hydrogen Bromide → 1-Bromoundecane
Reaction equation
[CH2:1](O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[BrH:13].S(=O)(=O)(O)O>O>[Br:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Undecanol (14 g), 48% aqueous hydrobromic acid (30 g) and concentrated sulphuric acid (5 ml) are heated together under reflux for 51/2 hours. After cooling, water is added and the organic layer is separated, washed with concentrated sulphuric acid (20 ml), brine (50 ml) and dilute aqueous sodium carbonate (50 ml), and is then dried over calcium chloride. Distillaion under vacuum gives 1-bromoundecane (12 g) as a yellow oil, b.p. 60°-70° C./0.1 mm.
Workup
- temperatureunder reflux for 51/2 hours
- temperatureAfter cooling
- customthe organic layer is separated
- washwashed with concentrated sulphuric acid (20 ml), brine (50 ml) and dilute aqueous sodium carbonate (50 ml)
- dry with materialis then dried over calcium chloride
Sources & evidence
- ORD record
- ord-6e9957a4e4294e089334a80d84fed548
- Source dataset
- uspto-grants-1989_07
- Patent number
- US04844892
Reaction notes
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