Sodium Hydroxide → HCID 54035149, compound

HRID 1979688Notes

Reaction equation

HRID 1979688 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([NH:15][C:16](=[O:21])[O:17][CH:18]([CH3:20])[CH3:19])[CH:7]=[C:8]([CH:13]=O)[C:9]=1[O:10][CH2:11][CH3:12])[CH3:2].[OH-].[Na+].Cl.[CH3:25][O:26][NH2:27]>C(O)C>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([NH:15][C:16](=[O:21])[O:17][CH:18]([CH3:20])[CH3:19])[CH:7]=[C:8]([CH:13]=[N:27][O:26][CH3:25])[C:9]=1[O:10][CH2:11][CH3:12])[CH3:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 521874O-Methylhydroxylamine hydrochlorideHCID 13304036Propan-2-yl (3,4-diethoxy-5-formylphenyl)carbamate

Product 1

HCID 54035149HCID 54035149, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Isopropyl N-(3,4-diethoxy-5-formylphenyl)carbamate (0.6 g) was dissolved in ethanol (20 ml). To the solution was added an aqueous solution (10 ml) containing sodium hydroxide (0.32 g) and methoxyamine hydrochloride (0.66 g). After being allowed to stand for 12 hours, the reaction mixture was concentrated in vacuo, and the residue was dissolved in ethyl acetate. The resultant solution was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was washed with hexane to give isopropyl N-(3,4-diethoxy-5-methoxyiminomethylphenyl)carbamate (Compound No. 191) (0.61 g) in a yield of 93%. M.P., 110°-111.5° C.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe resultant solution was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. washThe residue was washed with hexane

Sources & evidence

ORD record
ord-afe94241f51642a1b166c749d861f73d
Source dataset
uspto-grants-1984_11
Patent number
US04482546

Reaction notes

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