N-Phenylhydroxylamine → HCID 15287767, compound

HRID 1654268Notes

Reaction equation

HRID 1654268 reaction equation
[C:1]([O:10][CH2:11][CH3:12])(=[O:9])/[CH:2]=[CH:3]\[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:13]1([NH:19][OH:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(O)C>[CH2:11]([O:10][C:1](=[O:9])[C@H:2]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:19]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[OH:20])[CH3:12]

Participants

4

Reactant 2

HCID 7518N-PhenylhydroxylamineHCID 5271566Diethyl Maleate

Product 1

HCID 15287767HCID 15287767, compoundYield 113.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of diethyl maleate (20.65 g, 0.117 mol) in ethanol (25.0 g) was added dropwise to a solution of N-phenylhydroxylamine (14.6 g, 0.129 mol) in ethanol (46.3 g). The reaction mixture was stirred at room temperature for an hour. The analysis of the reaction mixture by thin layer chromatography indicated the completion of the reaction. The reaction mixture was concentrated under reduced pressure to give the crude product (37.46 g). The crude product was crystallized from ethylacetate-hexane (28.0 g, 85.0% yield).

Workup

  1. customthe completion of the reaction
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8b86b7446c204244aa7d5f125e10b5dd
Source dataset
uspto-grants-1995_04
Patent number
US05405987

Reaction notes

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