Ethanol → 5-methyl-3H-benzofuran-2-one

HRID 481410

Reaction equation

HRID 481410 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9](=[O:11])[CH2:8][C:7]=2[CH:12]=1.C(O)C>C(O)C.C(OCC)(=O)C.[Pd]>[CH3:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9](=[O:11])[CH2:8][C:7]=2[CH:12]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 190662885-chloromethyl-3H-benzofuran-2-one2×

Product 1

HCID 100576465-methyl-3H-benzofuran-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

A solution of the product of Step 1, above (55) (10.89 mmol), in ethanol/ethyl acetate (23 ml/5 ml) was added to 10 ml ethanol over 10% palladium catalyst on carbon (100 mg). The mixture was hydrogenated on a Parr shaker at 45 psi for 2 hours. The reaction mixture was filtered through celite and the organics were concentrated to dryness to obtain the title compound (56).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe organics were concentrated to dryness

Sources & evidence

ORD record
ord-bbbe0f91cc634aafa054f649f7c01920
Source dataset
uspto-grants-1998_08
Patent number
US05789415

Linked notes

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