(E)-3-(4-benzyloxy-3-fluoro-phenyl)-acrylic acid methyl ester → HCID 22558806, compound

HRID 62843Notes

Reaction equation

HRID 62843 reaction equation
[CH3:1][O:2][C:3](=[O:21])/[CH:4]=[CH:5]/[C:6]1[CH:11]=[CH:10][C:9]([O:12]CC2C=CC=CC=2)=[C:8]([F:20])[CH:7]=1>CCOC(C)=O.CO.[Pd]>[CH3:1][O:2][C:3](=[O:21])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([F:20])[CH:7]=1

Participants

5

Reactant 1

HCID 90118296(E)-3-(4-benzyloxy-3-fluoro-phenyl)-acrylic acid methyl ester

Product 1

HCID 22558806HCID 22558806, compoundYield 105.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

(E)-3-(4-Benzyloxy-3-fluoro-phenyl)-acrylic acid methyl ester (0.37 g, 1.2 mmol) obtained in Step B was dissolved in EtOAc (4 mL) and MeOH (2 mL). The solution was added with 10% Pd/C (0.03 g), and the mixture was stirred under hydrogen atmosphere for 18 hours. The reactant was filtered by using celite, and the filtrate was washed with EtOAc to obtain the title compound (0.25 g, 98%).

Workup

  1. filtrationThe reactant was filtered
  2. washthe filtrate was washed with EtOAc

Sources & evidence

ORD record
ord-55e6e12f805e47d785edb998192d92c3
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

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