O-Methylhydroxylamine hydrochloride → HCID 136082962, compound

HRID 345455Notes

Reaction equation

HRID 345455 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:12](=O)[C:13]([O:15][CH3:16])=[O:14].Cl.[CH3:19][O:20][NH2:21]>CO>[CH3:19][O:20][N:21]=[C:12]([C:3]1[CH:4]=[CH:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]=1[OH:1])[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 13551630HCID 13551630, compound

Product 1

HCID 136082962HCID 136082962, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

69 g (0.26 mol) of methyl 1-hydroxy-2-naphthylglyoxylate and 44 g (0.53 mol) of O-methylhydroxylamine hydrochloride in 800 ml of methanol are stirred under reflux for 6 h. 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-methyloxime (77% yield) are obtained.

Workup

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

Sources & evidence

ORD record
ord-832cb605a095469c9067fd4cda5766d6
Source dataset
uspto-grants-1991_10
Patent number
US05057537

Reaction notes

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