Hydrochloric Acid → (2E)-2-hydroxyimino-2-(2-phenoxyphenyl)acetic acid

HRID 1769419Notes

Reaction equation

HRID 1769419 reaction equation
[OH:1][N:2]=[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:4]#N.C(O)C.[OH-:22].[K+].Cl.[OH2:25]>C(Cl)Cl>[OH:1]/[N:2]=[C:3](\[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)/[C:4]([OH:25])=[O:22]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962WaterHCID 14797Potassium HydroxideHCID 853212152-Phenoxy-alpha-hydroxyiminobenzyl cyanide

Product 1

HCID 88386642(2E)-2-hydroxyimino-2-(2-phenoxyphenyl)acetic acidYield 60.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To α-hydroxyimino-2-phenoxyphenylacetonitrile (a mixture of E- and Z-isomers) (0.71 g, 0,003 mole) were added ethanol (3 ml), potassium hydroxide (0.40 g, 0.0072 mole) and water (3 ml). After completion of the reaction, methylene chloride (10 ml) and 10% hydrochloric acid were added to the reaction mixture, and the crystals of α-hydroxyimino-2-phenoxyphenylacetic acid precipitated were filtered off to obtain colorless crystals (0.47 g, yield: 60.9 %).

Workup

  1. additionwere added to the reaction mixture
  2. customthe crystals of α-hydroxyimino-2-phenoxyphenylacetic acid precipitated
  3. filtrationwere filtered off

Sources & evidence

ORD record
ord-9d3401cdf467417fba0a6483c721947f
Source dataset
uspto-grants-1995_01
Patent number
US05380913

Reaction notes

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