Diethyl Ether → Ethyl 4-[hydroxy(phenyl)amino]-4-oxobutanoate

HRID 542454Notes

Reaction equation

HRID 542454 reaction equation
[C:1]1([NH:7][OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([CH:11]([CH2:15][C:16](Cl)=[O:17])[C:12](Cl)=[O:13])C.[CH3:19][CH2:20][O:21]CC>>[CH2:20]([O:21][C:16]([CH2:15][CH2:11][C:12]([N:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[OH:8])=[O:13])=[O:17])[CH3:19]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 7518N-PhenylhydroxylamineHCID 218646082-Ethylbutanedioyl dichloride

Product 1

HCID 20208654Ethyl 4-[hydroxy(phenyl)amino]-4-oxobutanoate

Procedure

To a stirred solution of N-phenylhydroxylamine (8 g) in ether (80 ml) at 0° C. was added dropwise over 10 minutes ethyl succinyl chloride (5.76 g). The reaction mixture was allowed to attain room temperature overnight, filtered and the filtrate evaporated to give N-(3-ethoxycarbonylpropionyl)-N-phenylhydroxylamine as an oil.

Workup

  1. filtrationfiltered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-affccc7ba37d4926a6975f2e346eb50f
Source dataset
uspto-grants-1987_04
Patent number
US04657906

Reaction notes

Loading…