Water → HCID 85782424, compound

HRID 2414255Notes

Reaction equation

HRID 2414255 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:13]=[CH:14][CH:15]=1)[CH2:7][NH:8][C:9](=[O:12])[O:10][CH3:11])(=O)[CH3:2].Cl.[CH3:17][O:18][NH2:19].C([O-])(=O)C.[Na+].O>C(O)C.C(OCC)(=O)C>[CH3:17][O:18][N:19]=[C:1]([C:4]1[CH:5]=[C:6]([CH:13]=[CH:14][CH:15]=1)[CH2:7][NH:8][C:9](=[O:12])[O:10][CH3:11])[CH3:2]

Participants

7

Reactant 4

HCID 962WaterHCID 517045Sodium AcetateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 12151317HCID 12151317, compound

Product 1

HCID 85782424HCID 85782424, compoundYield 87.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.40 g of methyl N-(3-acetylbenzyl)carbamate was dissolved in 10 ml of ethanol, and 0.36 g of methoxyamine hydrochloride and 5 ml of an aqueous solution of 0.54 g of sodium acetate were added thereto, followed by reflux under heating for 8 hours. After completion of the reaction, water was added to the reaction mixture, extraction with ethyl acetate was carried out, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained crystals were washed with hexane to obtain 0.40 g of methyl N-[3-(1-methoxyiminoethyl)benzyl]carbamate as a pale yellow oily substance.

Workup

  1. temperatureby reflux
  2. temperatureunder heating for 8 hours
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. washThe obtained crystals were washed with hexane

Sources & evidence

ORD record
ord-b474f4f609e5403ab8e8d1de44c01f0d
Source dataset
uspto-grants-2004_11
Patent number
US06812229B1

Reaction notes

Loading…