Hydroxyamine hydrochloride → 2-Chloro-3-hydroxy-p-anisaldehyde oxime

HRID 2260256Notes

Reaction equation

HRID 2260256 reaction equation
[Cl:1][C:2]1[C:9]([OH:10])=[C:8]([O:11][CH3:12])[CH:7]=[CH:6][C:3]=1[CH:4]=O.Cl.[NH2:14][OH:15]>C(O)C>[Cl:1][C:2]1[C:9]([OH:10])=[C:8]([O:11][CH3:12])[CH:7]=[CH:6][C:3]=1[CH:4]=[N:14][OH:15]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 603956Chloroisovaniline

Product 1

HCID 737926492-Chloro-3-hydroxy-p-anisaldehyde oxime

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 30 g of 2-chloro-3-hydroxy-p-anisaldehyde and 230 ml of ethanol is stirred at 70° for 4 hours in the presence of 12.3 g of hydroxylamine hydrochloride, the reaction mixture is subsequently evaporated, the residue is dried in a high vacuum and recrystallized from methanol/water. There is obtained 2-chloro-3-hydroxy-p-anisaldehyde oxime of m.p. 174°-176°.

Workup

  1. customthe reaction mixture is subsequently evaporated
  2. customthe residue is dried in a high vacuum
  3. customrecrystallized from methanol/water

Sources & evidence

ORD record
ord-0a72e379c31e4f13bafeb1c597af25de
Source dataset
uspto-grants-1995_12
Patent number
US05476875

Reaction notes

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