Dichloromethane → Methyl 3-(4-formylphenyl)propanoate

HRID 475053Notes

Reaction equation

HRID 475053 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

HCID 6344DichloromethaneHCID 67022307Methyl 3-[4-(hydroxymethyl)phenyl]propanoic acid

Product 1

HCID 11063253Methyl 3-(4-formylphenyl)propanoate

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

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

  1. filtrationfiltered through Celite
  2. washwashed with additional DCM (100 mL)
  3. 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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