Water → HCID 57630055, compound

HRID 600976Notes

Reaction equation

HRID 600976 reaction equation
C([O:3][C:4](=[O:23])/[C:5](=[N:16]/[O:17][CH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)/[C:6]1[CH:11]=[CH:10][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:8][CH:7]=1)C.[OH-].[Li+].O>C(O)C>[CH:18]1([O:17]/[N:16]=[C:5](\[C:6]2[CH:7]=[CH:8][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:10][CH:11]=2)/[C:4]([OH:23])=[O:3])[CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 57631022HCID 57631022, compound

Product 1

HCID 57630055HCID 57630055, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

(E)-Cyclopentyloxyimino-(4-methanesulfonyl-phenyl)-acetic acid ethyl ester (60 mg, 0.18 mmol) was dissolved in ethanol (1.75 mL) and cooled to 0° C. A 2.0 N solution of lithium hydroxide in water (258 μL, 0.52 mmol) was added dropwise and the cooling bath was removed. After stirring 40 min, the reaction mixture was diluted with chloroform (30 mL) and washed with 0.2 M aqueous potassium bisulfate (20 mL). The aqueous phase was extracted with chloroform (30 mL) and the combined organic phases were dried over magnesium sulfate and evaporated in vacuo to afford (E)-cyclopentyloxyimino-(4-methanesulfonyl-phenyl)-acetic acid as a clear, colorless film that was used without further purification.

Workup

  1. customthe cooling bath was removed
  2. additionthe reaction mixture was diluted with chloroform (30 mL)
  3. washwashed with 0.2 M aqueous potassium bisulfate (20 mL)
  4. extractionThe aqueous phase was extracted with chloroform (30 mL)
  5. dry with materialthe combined organic phases were dried over magnesium sulfate
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-4ec5fa15f408463ea148ba7701547c25
Source dataset
uspto-grants-2011_03
Patent number
US07902248B2

Reaction notes

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