HCID 14009969, compound → HCID 14009973, compound

HRID 867511Notes

Reaction equation

HRID 867511 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([CH2:13][CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=2)[O:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CO.[Pd]>[NH2:22][C:19]1[CH:18]=[CH:17][C:16]([O:15][CH2:14][CH2:13][C:4]2[O:5][C:6]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)=[C:2]([CH3:1])[N:3]=2)=[CH:21][CH:20]=1

Participants

4

Reactant 1

HCID 14009969HCID 14009969, compound

Product 1

HCID 14009973HCID 14009973, compoundYield 97.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-methyl-2-[2-(4-nitrophenoxy)ethyl]-5-phenyloxazole (12.5 g) in methanol (150 ml) was subjected to catalytic reduction in the presence of 5% Pd-C (wet, 3.0 g). The catalyst was then filtered off and the filtrate was concentrated to give 2-[2-(4-aminophenoxy)ethyl]-4-methyl-5-phenyloxazole (11.0 g, 97.3%). Recrsytallization from ethanol gave colorless needles. M.p. 106°-107° C.

Workup

  1. filtrationThe catalyst was then filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c164b72a336d461c8fa440680e83ef5b
Source dataset
uspto-grants-1988_10
Patent number
US04775687

Reaction notes

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