Methyl 4-((2,2-dimethoxy)ethoxy)benzoate → Methyl 1-benzofuran-5-carboxylate
Reaction equation
CO[CH:3](OC)[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1>ClCCCl>[CH3:13][O:12][C:10]([C:9]1[CH:14]=[CH:15][C:6]2[O:5][CH:4]=[CH:3][C:7]=2[CH:8]=1)=[O:11]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
Methyl 4-((2,2-dimethoxy)ethoxy)benzoate (10.00 g) and polyphosphoric acid (20.00 g) were refluxed in 1,2-dichloroethane (50 ml) for 1 hr. After cooling, ice was added, and the separated organic layer was washed with 10% hydrochloric acid. The mixture was dried over magnesium sulfate, concentrated and purified by column chromatography to give the objective compound (0.86 g).
Workup
- temperatureAfter cooling
- additionice was added
- washthe separated organic layer was washed with 10% hydrochloric acid
- dry with materialThe mixture was dried over magnesium sulfate
- concentrationconcentrated
- custompurified by column chromatography
Sources & evidence
- ORD record
- ord-9ee082b31266429c9c46116b2d45c5c6
- Source dataset
- uspto-grants-2002_02
- Patent number
- US06348474B1
Reaction notes
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