HCID 13839927, compound → HCID 16109184, compound

HRID 127975Notes

Reaction equation

HRID 127975 reaction equation
[CH3:1][C:2]([O:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=1)([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[H][H]>[Pd].C(O)C>[NH2:16][C:13]1[CH:12]=[CH:11][C:10]([O:9][C:2]([CH3:1])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4])=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 13839927HCID 13839927, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 16109184HCID 16109184, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 50.6 g. (0.2 mol) ethyl 2-methyl-2-(4-nitrophenoxy)-propionate, 500 ml. ethanol and about 20 g. 5% palladium charcoal is hydrogenated in a shaker at ambient temperature and atmospheric pressure until the necessary amount of hydrogen has been taken up. The reaction mixture is subsequently filtered with suction and the liquid phase is evaporated to give a quantitative yield of crude ethyl 2-(4-aminophenoxy)-2-methylpropionate in the form of a distillable oil (b.p. 134°-135° C./0.05 mm.Hg.); nD20 =1.5035; m.p. of the hydrochloride 153°-154° C.

Workup

  1. additionA mixture of 50.6 g
  2. customis hydrogenated in a shaker at ambient temperature
  3. filtrationThe reaction mixture is subsequently filtered with suction
  4. customthe liquid phase is evaporated

Sources & evidence

ORD record
ord-2e95735a72eb4dbc9b145a351c7bf18a
Source dataset
uspto-grants-1981_03
Patent number
US04258058

Reaction notes

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