Ethyl [2-ethyl-4-(hydroxymethyl)phenoxy]acetate → Ethyl (2-ethyl-4-formylphenoxy)acetate

HRID 1269665Notes

Reaction equation

HRID 1269665 reaction equation
[CH2:1]([C:3]1[CH:15]=[C:14]([CH2:16][OH:17])[CH:13]=[CH:12][C:4]=1[O:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:2]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:1]([C:3]1[CH:15]=[C:14]([CH:16]=[O:17])[CH:13]=[CH:12][C:4]=1[O:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:2]

Participants

4

Reactant 1

HCID 58622856Ethyl [2-ethyl-4-(hydroxymethyl)phenoxy]acetate

Product 1

HCID 58622859Ethyl (2-ethyl-4-formylphenoxy)acetateYield 99.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a solution of ethyl [2-ethyl-4-(hydroxymethyl)phenoxy]acetate (2.74 g, 11.5 mmol) in chloroform (250 mL) was added manganese dioxide (10 g, 11.5 mmol). The resulting mixture was stirred for 18 h at room temperature. The mixture was filtered through a celite pad and then concentrated in vacuo to afford the title compound as a pale yellow oil (2.7 g).

Workup

  1. filtrationThe mixture was filtered through a celite pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e461d429c0fa4284a747bec47f35d4da
Source dataset
uspto-grants-2007_04
Patent number
US07199239B2

Reaction notes

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