Hydrochloric Acid → HCID 88228751, compound

HRID 617401Notes

Reaction equation

HRID 617401 reaction equation
[OH-].[Na+].[CH3:3][O:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][O:16][N:17]=[C:18]([CH3:26])[C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)[C:6]([O-:8])=[O:7].Cl>CO>[CH3:3][O:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][O:16]/[N:17]=[C:18](\[CH3:26])/[C:19]1[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=1)[C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86754445HCID 86754445, compound

Product 1

HCID 88228751HCID 88228751, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1N sodium hydroxide solution (10 ml) was added to a solution of ethyl (E)-(α-methoxy-2-(α-methyl-4-chloro-benzylideneaminooxymethyl)phenylacetate (0.70 g, 1.9 mmol) in methanol (10 ml), and the mixture was stirred at room temperature for 2 hours. The mixture was adjusted to pH 4 with 1N hydrochloric acid, extracted with methylene chloride and dried over anhydrous magnesium sulfate. Evaporation of the solvent gave the desired compound (E)-α-methoxy-2-(α-methyl-4-chlorobenzylideneaminooxymethyl)phenylacetic acid (0.50 g, 77%) as an oil.

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-88132fff7ebd473697026b6f43accc64
Source dataset
uspto-grants-1999_09
Patent number
US05948819

Reaction notes

Loading…