Dichloromethane → Methyl 3-(4-formylphenyl)propanoate

HRID 919112Notes

Reaction equation

HRID 919112 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-7b2898cfb37a477caca0a6e141f6acf2
Source dataset
uspto-grants-2016_03
Patent number
US09273003B2

Reaction notes

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