HCID 67072313, compound → 2-(3-Amino-5-trifluoromethyl-phenoxy)-2-methyl-propionic acid ethyl ester

HRID 1242409Notes

Reaction equation

HRID 1242409 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[C:5]([CH3:21])([O:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([N+:18]([O-])=O)[CH:9]=1)[CH3:6])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:22])[C:5]([O:7][C:8]1[CH:13]=[C:12]([C:14]([F:16])([F:17])[F:15])[CH:11]=[C:10]([NH2:18])[CH:9]=1)([CH3:21])[CH3:6])[CH3:2]

Participants

4

Reactant 1

HCID 67072313HCID 67072313, compound

Product 1

HCID 670724252-(3-Amino-5-trifluoromethyl-phenoxy)-2-methyl-propionic acid ethyl esterYield 87.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

13.8 g (43 mmol) of 2-methyl-2-(3-nitro-5-trifluoromethyl-phenoxy)-propionic acid ethyl ester was dissolved in 300 ml of ethanol and hydrogenated with 1.14 g of Pd—C (10%), 1 bar H2, 25° C., for two hours. The reaction mixture was then filtered (Celite), the filter cake was washed twice with ethanol and the filtrate was evaporated. The crude product was purified by flash chromatography (SiO2, heptane/EtOAc) which gave 11.0 g of the title compound as yellow oil.

Workup

  1. filtrationThe reaction mixture was then filtered (Celite)
  2. washthe filter cake was washed twice with ethanol
  3. customthe filtrate was evaporated
  4. customThe crude product was purified by flash chromatography (SiO2, heptane/EtOAc) which

Sources & evidence

ORD record
ord-aef571f3f06d4c12b1749c8b81c7c22d
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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