Hydrochloric Acid → HCID 86749040, compound

HRID 2210476Notes

Reaction equation

HRID 2210476 reaction equation
[OH:1][N:2]=[C:3]([CH2:18][CH:19]([CH3:21])[CH3:20])[C:4]([NH:6][CH:7]([C:13]([O:15]CC)=[O:14])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:5].[OH-].[Na+].O.Cl>C(O)C>[CH2:11]([O:10][C:8](=[O:9])[CH:7]([NH:6][C:4](=[O:5])[C:3](=[N:2][OH:1])[CH2:18][CH:19]([CH3:20])[CH3:21])[C:13]([OH:15])=[O:14])[CH3:12]

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 962WaterHCID 14798Sodium HydroxideHCID 86747153HCID 86747153, compound

Product 1

HCID 86749040HCID 86749040, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In to a solution of 29.19 g of diethyl N-(2-hydroxyimino-4-methylpentanoyl)aminomalonate in 200 ml of ethanol was added 2.8 g of sodium hydroxide and 200 ml of water, then the mixture was stirred at room temperature for 4 hours. The reaction mixture was neutralized with 10% hydrochloric acid, then concentrated. To the residue thus obtained was added 10% hydrochloric acid to make it acidified, then it was extracted with ethyl acetate, and the ethyl acetate layer was washed with water, an aqueous solution saturated with sodium chloride in this order, then dried with magnesium sulfate. The solvent was removed by distillation to obtain 23.0 of N-(2-hydroxyimino-4-methylpentanoyl)aminomalonic acid monoethyl ester.

Workup

  1. concentrationconcentrated
  2. customTo the residue thus obtained
  3. extractionit was extracted with ethyl acetate
  4. washthe ethyl acetate layer was washed with water
  5. dry with materialan aqueous solution saturated with sodium chloride in this order, then dried with magnesium sulfate
  6. customThe solvent was removed by distillation

Sources & evidence

ORD record
ord-ef0d970507764459ad3add25e2ba9775
Source dataset
uspto-grants-1995_10
Patent number
US05459142

Reaction notes

Loading…