Sodium Hydroxide → HCID 54035149, compound

HRID 2308734Notes

Reaction equation

HRID 2308734 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-6b8d1a55798a45e6a9dc93361566f879
Source dataset
uspto-grants-1987_09
Patent number
US04690946

Reaction notes

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