Ammonia → 1-(5-Amino-2-hydroxyphenyl)ethanone

HRID 1819554Notes

Reaction equation

HRID 1819554 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([NH:11]C(=O)C)[CH:7]=[CH:8][C:9]=1[OH:10])(=[O:3])[CH3:2].Cl.N>>[NH2:11][C:6]1[CH:7]=[CH:8][C:9]([OH:10])=[C:4]([C:1](=[O:3])[CH3:2])[CH:5]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 81720N-(3-Acetyl-4-hydroxyphenyl)acetamide

Product 1

HCID 27752221-(5-Amino-2-hydroxyphenyl)ethanone

Procedure

A suspension of N-(3-acetyl-4-hydroxy-phenyl)-acetamide (1.029 g, 5.3 mmol) in 15% HCl (1.5 ml, 6.2 mmol, 1.2 equ) was heated to reflux for 40 minutes, then cooled and neutralised with 10% aqueous ammonia. The precipitated solid was collected by filtration as 1-(5-amino-2-hydroxy-phenyl)-ethanone (0.677 g, 84%) a green solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 40 minutes
  3. filtrationThe precipitated solid was collected by filtration as 1-(5-amino-2-hydroxy-phenyl)-ethanone (0.677 g, 84%) a green solid

Sources & evidence

ORD record
ord-2ed52949da7949a6977a868312158493
Source dataset
uspto-grants-2009_10
Patent number
US07601754B2

Reaction notes

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