HCID 68829402, compound → HCID 68829062, compound

HRID 1727152Notes

Reaction equation

HRID 1727152 reaction equation
C([O:3][C:4](=O)[CH2:5][CH:6]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=1[O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:7][N+:8]([O-])=O)C>CCOC(C)=O.CCO.[Ni]>[CH2:20]([O:19][C:12]1[CH:13]=[C:14]([O:17][CH3:18])[CH:15]=[CH:16][C:11]=1[CH:6]1[CH2:7][NH:8][C:4](=[O:3])[CH2:5]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 1

HCID 68829402HCID 68829402, compound

Product 1

HCID 68829062HCID 68829062, compoundYield 72.4%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

3-(2-Benzyloxy-4-methoxyphenyl)-4-nitro-butyric acid ethyl ester (5.2 g) was dissolved in 20 mL EtOAc and 30 mL of EtOH. Raney Ni was added and the mixture was stirred under H2 for 10 h. The mixture was filtered through celite, heated at 90° C. for 20 h and then cooled down to r.t. The mixture was then concentrated and purified on silica gel to give 3 g of the desired product. Yield: 72%.

Workup

  1. filtrationThe mixture was filtered through celite
  2. temperaturecooled down to r.t
  3. concentrationThe mixture was then concentrated
  4. custompurified on silica gel

Sources & evidence

ORD record
ord-ec4c657f8ed946d9b83363b9171382fb
Source dataset
uspto-grants-2009_02
Patent number
US07495016B2

Reaction notes

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