HCID 23204250, compound → HCID 23204205, compound

HRID 322872Notes

Reaction equation

HRID 322872 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:31]=[CH:32][CH:33]=1)[CH2:7][O:8][C:9]1[CH:10]=[C:11]([C:15](=[O:30])[CH:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH3:29])[CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH:12]=[CH:13][CH:14]=1)([O-])=O>C(OC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:31]=[CH:32][CH:33]=1)[CH2:7][O:8][C:9]1[CH:10]=[C:11]([C:15](=[O:30])[CH:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH3:29])[CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 23204250HCID 23204250, compound

Product 1

HCID 23204205HCID 23204205, compoundYield 116.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6584Methyl AcetateSolvent

Procedure

A solution of methyl (RS)-5-[3-(3-nitro-benzyloxy)phenyl]-5-oxo-4-(2-methylphenyl)pentanoate (1.2 g) in methyl acetate (30 mL) is treated with palladium on carbon catalyst (5%; 200 mg) and shaken under hydrogen at atmospheric pressure and room temperature for 3 hours. The mixture is filtered and evaporated giving methyl (RS)-5-[3-(3-aminobenzyloxy)- phenyl]-5-oxo-4-(2-methylphenyl)pentanoate (1.3 g) in the form of a brown oil.

Workup

  1. filtrationThe mixture is filtered
  2. customevaporated

Sources & evidence

ORD record
ord-1e5be4249c4c4863b183dd5b43183fca
Source dataset
uspto-grants-2001_04
Patent number
US06211234B1

Reaction notes

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