Ethanol → HCID 23436795, compound

HRID 2121090Notes

Reaction equation

HRID 2121090 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]([CH:8]=[CH:9][C:10]([OH:12])=[O:11])=[C:6]([F:15])[CH:5]=1)([O-])=O.C(O)C.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:14]=[CH:13][C:7]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[C:6]([F:15])[CH:5]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 544247862-Fluoro-4-nitrocinnamic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 23436795HCID 23436795, compoundYield 81.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

4-nitro-2-fluorocinnamic acid (3.32 g, 17 mmol) was dissolved in ethyl acetate (50 mL) and ethanol (10 mL) in the reaction flask of a PAR reactor. Pd/C (100 mg) was added and the reactor charged with 100 psi hydrogen. The reactor was recharged to 100 psi after 3 hours and the reaction stirred overnight. The reaction mixture was filtered through a bed of celite and the product isolated in vacuo, 2.53 g 3-(4-amino-2-fluorophenyl)propionic acid (81.2%).

Workup

  1. filtrationThe reaction mixture was filtered through a bed of celite

Sources & evidence

ORD record
ord-89f1a7770ef34238b9c9ffaff093b300
Source dataset
uspto-grants-2004_02
Patent number
US06693208B2

Reaction notes

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