Sodium Hydroxide → HCID 54383806, compound

HRID 1905769Notes

Reaction equation

HRID 1905769 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16](=[O:21])[O:17][CH:18]([CH3:20])[CH3:19])[CH:6]=[C:7]([CH:13]=O)[C:8]=1[O:9][CH2:10][C:11]#[N:12].[OH-].[Na+].Cl.[CH3:25][O:26][NH2:27]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16](=[O:21])[O:17][CH:18]([CH3:20])[CH3:19])[CH:6]=[C:7]([CH:13]=[N:27][O:26][CH3:25])[C:8]=1[O:9][CH2:10][C:11]#[N:12]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 521874O-Methylhydroxylamine hydrochlorideHCID 20215190HCID 20215190, compound

Product 1

HCID 54383806HCID 54383806, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Isopropyl N-(3-methoxy-4-cyanomethoxy-5-formylphenyl)carbamate (0.59 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 to give isopropyl N-(3-methoxy-4-cyanomethoxy-5-methoxyiminomethylphenyl)carbamate (Compound No. 78) (0.62 g) in a yield of 94.5%.

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

Sources & evidence

ORD record
ord-d60200850b0441bbaf2d02e71b837d40
Source dataset
uspto-grants-1987_03
Patent number
US04647584

Reaction notes

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