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 2091382Notes

Reaction equation

HRID 2091382 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 99.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-[5-(benzyloxy)-3-methyl-1-benzofuran-2-yl]-2-methylpropan-1-one (11.4 g) synthesized in Example A85(1) in ethanol (200 mL) was added palladium carbon-ethylenediamine complex (1.1 g) at room temperature. The reaction mixture was stirred under hydrogen atmosphere (1 atm) at room temperature for 16 hr, and the catalyst was filtered off. The filtrate was concentrated under reduced pressure to give a crude product (8.0 g, quantitative) of the title object compound as a colorless solid.

Workup

  1. additionwas added palladium carbon-ethylenediamine complex (1.1 g) at room temperature
  2. filtrationthe catalyst was filtered off
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b3a5fa5b734d49c388c02dd0e059dc85
Source dataset
uspto-grants-2013_05
Patent number
US08436043B2

Reaction notes

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