Water → HCID 10878050, compound
Reaction equation
N1C=CC=CC=1.P(Br)(Br)[Br:8].[CH2:11]([O:13][CH:14](O)[CH2:15][CH2:16][CH2:17][CH3:18])[CH3:12].O>C1C=CC=CC=1>[CH2:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:8])[CH3:12]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -5 °C
Procedure
10 g of pyridine was added dropwise to a solution of 78 g (0.29 mol) of phosphorus tribromide in 130 ml of benzene. After the solution was stirred for 10 minutes and cooled to -5° C., a mixture of 102 g (0.77 mol) of pentane diol monoethyl ether and 5 g of pyridine was added dropwise. After maintaining the reaction temperature at 0° C. and stirring for 2 hours, the solution was stirred for 8 hours at the room temperature. 100 ml of water was added and extracted with diethyl ether. The organic layer was washed subsequently with 6N hydrochloric acid and an aqueous sodium hydrogen carbonate solution, then dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under the reduced pressure, to obtain 103 g of 5-bromopentyl ethyl ether. Boiling point; 47-48° C. (1 mmHg).
Workup
- additionwas added dropwise
- temperatureAfter maintaining the reaction temperature at 0° C.
- stirringstirring for 2 hours
- stirringthe solution was stirred for 8 hours at the room temperature
- extractionextracted with diethyl ether
- washThe organic layer was washed subsequently with 6N hydrochloric acid
- dry with materialan aqueous sodium hydrogen carbonate solution, then dried over anhydrous magnesium sulfate
- concentrationconcentrated
- distillationThe residue was distilled under the reduced pressure
Sources & evidence
- ORD record
- ord-4a5fd6c20d454ce78fee5b274035ee6f
- Source dataset
- uspto-grants-2000_04
- Patent number
- US06045720
Reaction notes
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