HCID 57742139, compound → HCID 12370790, compound

HRID 660312Notes

Reaction equation

HRID 660312 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:11]([CH3:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O>C1COCC1.C(O)C.[Pd]>[NH2:8][C:7]1[CH:6]=[CH:5][C:4]([CH:11]([CH3:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:3][C:2]=1[OH:1]

Participants

4

Reactant 1

HCID 57742139HCID 57742139, compound

Product 1

HCID 12370790HCID 12370790, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

A solution of Ethyl 2-(3-hydroxy-4-nitrophenyl)propanoate (900 mg, 3.76 mmol) in THF/ethanol (1:1, 30 mL) was slowly added 10% Pd/C (93 mg) at room temperature. The mixture was hydrogenated for 1 hour at 46 psi and then filtered with celite pad and washed with EtOAc. The filtrate was concentrated in vacuo. The residue was purified by column chromatography eluting with n-Hexane/EtOAc=2/1.

Workup

  1. customat room temperature
  2. filtrationfiltered with celite pad
  3. washwashed with EtOAc
  4. concentrationThe filtrate was concentrated in vacuo
  5. customThe residue was purified by column chromatography
  6. washeluting with n-Hexane/EtOAc=2/1

Sources & evidence

ORD record
ord-b6af58b2b8884613b31858dd6cf21e93
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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