3-Aminophenol → N-(3-Hydroxyphenyl)-2-methylpropanimidic acid

HRID 2066381Notes

Reaction equation

HRID 2066381 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[C:9](Cl)(=[O:13])[CH:10]([CH3:12])[CH3:11]>C(#N)C>[OH:8][C:4]1[CH:3]=[C:2]([NH:1][C:9](=[O:13])[CH:10]([CH3:12])[CH3:11])[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 115683-AminophenolHCID 62325Isobutyryl chloride

Product 1

HCID 99426N-(3-Hydroxyphenyl)-2-methylpropanimidic acidYield 47.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-Aminophenol (1.0 g) was dissolved in acetonitrile (10 ml), the solution was added with isobutyryl chloride (488 mg) under ice cooling, and the mixture was stirred for 1 hour. The reaction mixture was filtered, then the filtrate was concentrated under reduced pressure, and the resulting residue was crystallized from hexane-ethyl acetate to obtain the title compound (392 mg).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe resulting residue was crystallized from hexane-ethyl acetate

Sources & evidence

ORD record
ord-0ad3611b3a784a44b887d94a31f04728
Source dataset
uspto-grants-2012_10
Patent number
US08293715B2

Reaction notes

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