HCID 68993248, compound → HCID 68989991, compound

HRID 2109754Notes

Reaction equation

HRID 2109754 reaction equation
[C:1]([O:5][C:6](/[C:8](=[CH:13]\[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([F:22])[CH:15]=1)/[C:9]([O:11][CH3:12])=[O:10])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([CH:8]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([F:22])[CH:15]=1)[C:9]([O:11][CH3:12])=[O:10])=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 1

HCID 68993248HCID 68993248, compound

Product 1

HCID 68989991HCID 68989991, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

In a 500 mL round bottom flask, (Z)-methyl 2-(tert-butoxycarbonyl)-3-(3-fluoro-4-methoxyphenyl)acrylate (16 g, 49 mmol) was dissolved in MeOH (500 mL), and palladium hydroxide on carbon (0.069 g, 0.49 mmol) was added. The reaction mixture was stirred for 2 days under a hydrogen balloon and then filtered through Celite, and concentrated in vacuum to give the title compound as crude product. MS m/z: 326 (M−1).

Workup

  1. filtrationfiltered through Celite
  2. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-cdb00f00d07b4e23aa32c2a565d3b725
Source dataset
uspto-grants-2009_04
Patent number
US07514566B2

Reaction notes

Loading…