Dichloromethane → Methyl 3-(4-formylphenyl)propanoate
Reaction equation
C[CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][OH:14])=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].[CH2:15](Cl)Cl>[O-2].[O-2].[Mn+4]>[CH:13]([C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH2:2][C:3]([O:5][CH3:15])=[O:4])=[CH:8][CH:9]=1)=[O:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of Intermediate B (300 mg, 1.54 mmol) in DCM (25 mL) was added manganese dioxide (2.98 g, 34 mmol). The mixture was stirred for 15 minutes, and then filtered through Celite and washed with additional DCM (100 mL). The filtrate was concentrated to yield the desired product. This was used directly in the next stage without further purification or characterisation.
Workup
- filtrationfiltered through Celite
- washwashed with additional DCM (100 mL)
- concentrationThe filtrate was concentrated
Sources & evidence
- ORD record
- ord-29f0b86dc4824dc4a91ed30af282aa7b
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08637547B2
Reaction notes
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