Benzaldehyde, 4-(acetyloxy)-3-methoxy- → 4-(Formyloxy)-2-methoxyphenyl acetate
Reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8](C=O)=[CH:7][C:6]=1[O:13][CH3:14])(=[O:3])[CH3:2].C1C=C(Cl)C=C([C:22]([O:24]O)=[O:23])C=1>C(Cl)Cl>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:24][CH:22]=[O:23])=[CH:7][C:6]=1[O:13][CH3:14])(=[O:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To a solution of 4-formyl-2-methoxyphenyl acetate (15 g, 77 mmol) in CH2Cl2 (100 mL) was added m-CPBA (31 g, 154 mmol). The solution was refluxed at 50° C. for 2.5 h. The solution was washed with saturated Na2SO3 solution (50 mL), saturated Na2CO3 solution (50 mL) and brine (50 mL), dried over Na2SO4, filtrated and concentrated in vacuo to afford 16 g of crude product as a white solid, which was used for next step without further purification.
Workup
- washThe solution was washed with saturated Na2SO3 solution (50 mL), saturated Na2CO3 solution (50 mL) and brine (50 mL)
- dry with materialdried over Na2SO4
- filtrationfiltrated
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-dbe9ee83343346568e99620b2b017328
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08669381B2
Reaction notes
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