Ethylene Glycol → 1,3-Dioxolane, 2-(2-bromo-5-methoxyphenyl)-
Reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:12](O)[CH2:13][OH:14]>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Br:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]1[O:14][CH2:13][CH2:12][O:5]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2-bromo-5-methoxy-benzaldehyde (45.25 g), ethylene glycol (52.22 g) and 4-toluenesulphonic acid (0.4 g) in toluene (400 mL) is heated at reflux for 5 hours using a Dean and Stark apparatus to remove water formed in the reaction. The reaction mixture is washed five times with water (500 mL) and evaporated giving 2-(2-bromo-5-methoxyphenyl)-[1,3]dioxolane (51.9 g) as a yellow liquid.
Workup
- temperatureis heated
- temperatureat reflux for 5 hours
- customto remove water
- customformed in the reaction
- washThe reaction mixture is washed five times with water (500 mL)
- customevaporated
Sources & evidence
- ORD record
- ord-91ceb5c666b84da69273f6e9dc96427a
- Source dataset
- uspto-grants-2001_04
- Patent number
- US06211234B1
Reaction notes
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