Hydrochloric Acid → 1-(2-Hydroxy-5-methoxyphenyl)ethanone oxime

HRID 844027Notes

Reaction equation

HRID 844027 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[OH:12])=O.[OH-:13].[K+].Cl.[NH2:16]O.Cl>O>[OH:12][C:5]1[CH:6]=[CH:7][C:8]([O:10][CH3:11])=[CH:9][C:4]=1[C:2](=[N:16][OH:13])[CH3:1]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 697141-(2-Hydroxy-5-methoxyphenyl)ethan-1-oneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 50827821-(2-Hydroxy-5-methoxyphenyl)ethanone oximeYield 84%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-Hydroxy-5-methoxyacetophenone (15.0 g, 0.09 mol.), potassium hydroxide (23.6 g, 0.36 mol.) and hydroxylamine hydrochloride (9.4 g, 0.14 mol.) in water (300 mL) was refluxed for 2 hrs. The mixture was poured into ice and acidified with 1N hydrochloric acid to pH 1. The resulting precipitate was filtered and dried to give 13.7 g solid. MS (m/e): 182 (M++1, 100).

Workup

  1. temperaturewas refluxed for 2 hrs
  2. additionThe mixture was poured into ice
  3. filtrationThe resulting precipitate was filtered
  4. customdried

Sources & evidence

ORD record
ord-3556c28433e547c9b5855957c3c1f6a5
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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