1-[5-(Benzyloxy)-3-methyl-1-benzofuran-2-yl]-2-methylpropan-1-one → 1-(5-Hydroxy-3-methyl-1-benzofuran-2-yl)-2-methylpropan-1-one

HRID 2091411Notes

Reaction equation

HRID 2091411 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[O:16][C:15]([C:17](=[O:21])[CH:18]([CH3:20])[CH3:19])=[C:14]([CH3:22])[C:13]=2[CH:23]=1)C1C=CC=CC=1>C(O)C>[OH:8][C:9]1[CH:10]=[CH:11][C:12]2[O:16][C:15]([C:17](=[O:21])[CH:18]([CH3:19])[CH3:20])=[C:14]([CH3:22])[C:13]=2[CH:23]=1

Participants

3

Reactant 1

HCID 667785111-[5-(Benzyloxy)-3-methyl-1-benzofuran-2-yl]-2-methylpropan-1-one

Product 1

HCID 667785551-(5-Hydroxy-3-methyl-1-benzofuran-2-yl)-2-methylpropan-1-oneYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-[5-(Benzyloxy)-3-methyl-1-benzofuran-2-yl]-2-methylpropan-1-one (4.0 g) synthesized in Example A85(1) was dissolved in ethanol (80 mL), and palladium carbon-ethylenediamine complex (400 mg) was added to the solution at room temperature. The reaction mixture was stirred under hydrogen atmosphere (1 atm) at room temperature for 9.5 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (2.82 g, 100%) as a colorless solid.

Workup

  1. additionpalladium carbon-ethylenediamine complex (400 mg) was added to the solution at room temperature
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9e9ebd1ec19d4ad9a076e354e6f92865
Source dataset
uspto-grants-2013_05
Patent number
US08436043B2

Reaction notes

Loading…