Water → HCID 72702564, compound

HRID 551780Notes

Reaction equation

HRID 551780 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[C:13](=O)[CH2:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:5][CH:4]=1.Cl.[NH2:21][OH:22].N1C=CC=CC=1.O>CO>[OH:22]/[N:21]=[C:13](/[C:10]1[C:11]2[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=2)[CH:7]=[CH:8][CH:9]=1)\[CH2:14][NH:15][C:16](=[O:18])[CH3:17]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 44541672N-[2-(7-Methoxy-1-naphthyl)-2-oxoethyl]acetamide

Product 1

HCID 72702564HCID 72702564, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 100-ml round-bottom flask, the compound obtained in Step G (4.2 mmol) is dissolved in 25 ml of methanol. Hydroxylamine hydrochloride (16.8 mmol) and pyridine (21.1 mmol) are added and then the reaction mixture is heated at reflux, with magnetic stirring, for 3 hours. After cooling, the reaction mixture is poured into 50 ml of water. The precipitate formed is filtered off under suction, washed with water and recrystallised from toluene to yield the title product in the form of a white solid.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureat reflux, with magnetic stirring, for 3 hours
  3. temperatureAfter cooling
  4. customThe precipitate formed
  5. filtrationis filtered off under suction
  6. washwashed with water
  7. customrecrystallised from toluene

Sources & evidence

ORD record
ord-8dac76ab604f4edaa3ff083e43e822ab
Source dataset
uspto-grants-2011_05
Patent number
US07947852B2

Reaction notes

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