Water → 2-[4-(2-Hydroxyiminocyclohexan-1-ylmethyl)phenyl]propionic Acid

HRID 971873Notes

Reaction equation

HRID 971873 reaction equation
[OH:1][N:2]=[C:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH3:22])[C:17]([O:19]CC)=[O:18])=[CH:12][CH:11]=1.[OH-].[Na+].O>CO>[OH:1][N:2]=[C:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([CH:16]([CH3:22])[C:17]([OH:19])=[O:18])=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 73769774Ethyl 2-[4-(2-Hydroxyiminocyclohexan-1-ylmethyl)phenyl]propionate

Product 1

HCID 737697732-[4-(2-Hydroxyiminocyclohexan-1-ylmethyl)phenyl]propionic Acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Three grams of ethyl 2-[4-(2-hydroxyiminocyclohexan-1-ylmethyl)phenyl]propionate and 0.8 g of sodium hydroxide were dissolved in 50 ml of methanol and the solution was allowed to stand at room temperature overnight. To the reaction mixture was added 20 ml of water, methanol was removed by distillation and the residue was acidified with hydrochloric acid to precipitate crystals, which were collected by filtration and recrystallized from a mixture of ether and n-hexane affording 2.1 g of colorless crystals, m.p. 148°-150° C.

Workup

  1. customwas removed by distillation
  2. customto precipitate crystals, which
  3. filtrationwere collected by filtration
  4. customrecrystallized from a mixture of ether and n-hexane affording 2.1 g of colorless crystals, m.p. 148°-150° C.

Sources & evidence

ORD record
ord-d5934c83d7b84a198ef2e8f3fc75c6da
Source dataset
uspto-grants-1979_07
Patent number
US04161538

Reaction notes

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