O-Methylhydroxylamine hydrochloride → HCID 136082962, compound

HRID 1450636Notes

Reaction equation

HRID 1450636 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:9]1(O)[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10]1)[C:5]([O:7][CH3:8])=[O:6].[OH:20]C1C2C(=CC=CC=2)C=CC=1C(=O)C(OC)=O.Cl.CON>CO>[CH3:1][O:2][N:3]=[C:4]([C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]=1[OH:20])[C:5]([O:7][CH3:8])=[O:6]

Participants

5

Reactant 3

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 13551630HCID 13551630, compoundHCID 86750362HCID 86750362, compound

Product 1

HCID 136082962HCID 136082962, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Preparation of methyl 2-hydroxy-2-naphthylglyoxylate O-methyl oxime ##STR53## 69 g (0.26 mol) of methyl 1-hydroxy-2-naphthylglyoxylate and 44 g (0.53 mol) of O-methylhydroxylamine hydrochloride are introduced into 800 ml of methanol and heated to reflux temperature for 6 h with stirring. The mixture is then concentrated, the residue is taken up in ethyl acetate, and the solution is washed with H2O, dried over sodium sulfate and concentrated again. 52 g (0.20 mol) of methyl 1-hydroxy-2-naphthylglyoxylate O-methyl oxime are obtained (77% yield).

Workup

  1. temperatureheated
  2. temperatureto reflux temperature for 6 h
  3. concentrationThe mixture is then concentrated
  4. washthe solution is washed with H2O
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated again

Sources & evidence

ORD record
ord-a3830eb9b5434abe91beda78029c6a40
Source dataset
uspto-grants-1997_02
Patent number
US05602181

Reaction notes

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