HCID 18472396, compound → HCID 18472387, compound

HRID 1277282Notes

Reaction equation

HRID 1277282 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:19]=[C:18]([N+:20]([O-])=O)[CH:17]=[CH:16][C:6]=1[O:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:4]>C1COCC1.[C].[Pd]>[NH2:20][C:18]1[CH:17]=[CH:16][C:6]([O:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:19]=1

Participants

4

Reactant 1

HCID 18472396HCID 18472396, compound

Product 1

HCID 18472387HCID 18472387, compoundYield 102.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In THF (25 ml) was dissolved ethyl 4-(2-methoxycarbonyl-4-nitrophenoxy)butyrate (2.37 g, 7.61 mmol), and to the mixture was added 10% palladium-carbon (containing 50% water, 0.94 g). The mixture was subjected to catalytic reduction at room temperature for 4 hours. Insoluble materials were filtered off, and the filtrate was dried with anhydrous magnesium sulfate and concentrated under reduced pressure to give ethyl 4-(4-amino-2-methoxycarbonylphenoxy)butyrate (2.20 g).

Workup

  1. filtrationInsoluble materials were filtered off
  2. dry with materialthe filtrate was dried with anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-61053e66d1f64c169637b03bb2a84e35
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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