(3,5-Diethoxy-4-fluorophenyl)methanol → 3,5-Diethoxy-4-fluoro-benzaldehyde
Reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH2:14][OH:15])[CH:7]=[C:8]([O:11][CH2:12][CH3:13])[C:9]=1[F:10])[CH3:2]>ClCCCl.O=[Mn]=O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:7]=[C:8]([O:11][CH2:12][CH3:13])[C:9]=1[F:10])[CH:14]=[O:15])[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 50 °C
Procedure
To a solution of (3,5-diethoxy-4-fluoro-phenyl)-methanol (2.30 g, 10.7 mmol, 1.0 eq.) in 1,2-dichloroethane (50 mL) was added MnO2 (2.89 g, 33.3 mmol, 3.1 eq.). The reaction mixture was stirred for 21 h at 50° C. and filtered through Hyflo providing 1.90 g (83%) of the title compound. 1H NMR (400 MHz, CDCl3): δ1.38 (t, J=7.0 Hz, 6H), 4.09 (q, J=7.0 Hz, 4H), 7.04 (d, J=7.2 Hz, 2H), 9.75 (s, 1H). MS: 212.1 (M+).
Workup
- filtrationfiltered through Hyflo
Sources & evidence
- ORD record
- ord-2b0c90a454d046efaf4956301ea9bada
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07772253B2
Reaction notes
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