N-Phenylhydroxylamine → HCID 15287767, compound

HRID 2393770Notes

Reaction equation

HRID 2393770 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-8ad5b3e24fc840de97a7bde0bdee5df0
Source dataset
uspto-grants-1998_09
Patent number
US05808067

Reaction notes

Loading…