Ethylene Glycol → 2-(2-Bromoethyl)-2-methyl-1,3-dioxolane
Reaction equation
[Br:1][CH2:2][CH2:3][C:4](=[O:6])[CH3:5].[CH2:7](O)[CH2:8][OH:9].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.O.C1(C)C=CC=CC=1>[CH2:8]1[O:9][C:4]([CH2:3][CH2:2][Br:1])([CH3:5])[O:6][CH2:7]1Participants
8
Reactant 4
Product 1
Reagents, catalysts & solvents 3
Procedure
A mixture of 75 g of 4-bromo-2-butanone, 40 g of ethylene glycol, 250 mg of p-toluenesulfonic acid acid and 500 ml of toluene is refluxed for about 4-6 hours under a Dean-Stark water trap. The mixture is cooled, poured into ethyl acetate and dilute potassium carbonate solution. The organic layer is separated, washed with water, dried over sodium sulfate, stripped of solvent and the residue is distilled under reduced pressure to give the title product.
Workup
- temperatureThe mixture is cooled
- customThe organic layer is separated
- washwashed with water
- dry with materialdried over sodium sulfate
- distillationthe residue is distilled under reduced pressure
Sources & evidence
- ORD record
- ord-5579699143fc4414b844206821a3455e
- Source dataset
- uspto-grants-1982_01
- Patent number
- US04312994
Reaction notes
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