HCID 523520, compound → Methyl-beta-(m-methoxyphenyl)-beta-methoxy-propionate
Reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH2:4][CH:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)[OH:6].[CH3:16]I.[H-].[Na+]>>[CH3:1][O:2][C:3](=[O:15])[CH2:4][CH:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)[O:6][CH3:16]Participants
3
Procedure
Methylβ-(m-methoxyphenyl)-β-hydroxy-propionate was reacted with methyl iodide/sodium hydride to give methyl-β-(m-methoxyphenyl)-β-methoxy-propionate, which was then reduced with LiAlH4 in dry ether to give 3-(m-methoxyphenyl)-3-methoxy-propanol. This latter product was converted into 3-(m-methoxyphenyl)-3-methoxy-propanal by oxidation with pyridinium chlorochromate in dry dichloromethane.
Sources & evidence
- ORD record
- ord-1a9b05a06d1141f8960a7121f061329e
- Source dataset
- uspto-grants-1980_01
- Patent number
- US04186142
Reaction notes
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