Sodium Hydroxide → HCID 86749042, compound

HRID 2210481Notes

Reaction equation

HRID 2210481 reaction equation
C[O:2][C:3](=[O:28])[C@H:4]([CH2:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=1)[NH:5][C:6](=[O:14])[C:7](=[N:12][OH:13])[CH2:8][CH:9]([CH3:11])[CH3:10].[OH-].[Na+]>C(O)C>[OH:13][N:12]=[C:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:6]([NH:5][C@H:4]([C:3]([OH:28])=[O:2])[CH2:15][C:16]1[CH:17]=[C:18]([O:26][CH3:27])[C:19]([O:24][CH3:25])=[C:20]([O:22][CH3:23])[CH:21]=1)=[O:14]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86749041HCID 86749041, compound

Product 1

HCID 86749042HCID 86749042, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To an ethanol solution (500 ml) of 31.98 g of N-(2-hydroxyimino-4-methylpentanoyl)-(3,4,5-trimethoxy)phenylalanine methyl ester was added 180 ml of 1N-sodium hydroxide aqueous solution, and the mixture was stirred at room temperature for 13 hours. After the removal of the solvent by distillation, the residue was acidified by adding with a hydrochloric acid, then was extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous solution saturated with sodium chloride and was dried with magnesium sulfate. By removal of the solvent by distillation, 30.93 g of N-(2-hydroxyimino-4-methylpentanoyl)-(3,4,5-trimethoxy)phenylalanine was obtained.

Workup

  1. customAfter the removal of the solvent
  2. distillationby distillation
  3. additionby adding with a hydrochloric acid
  4. extractionwas extracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with an aqueous solution saturated with sodium chloride
  6. dry with materialwas dried with magnesium sulfate
  7. customBy removal of the solvent
  8. distillationby distillation

Sources & evidence

ORD record
ord-03e4fbab79554f9199f1601beee91d07
Source dataset
uspto-grants-1995_10
Patent number
US05459142

Reaction notes

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