Sodium Hydroxide → HCID 20303454, compound

HRID 1733000Notes

Reaction equation

HRID 1733000 reaction equation
C([O:3][C:4](=[O:18])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][CH:15]=[N:14]2)=[CH:9][CH:8]=1)[CH3:6])C.[OH-].[Na+]>>[N:13]1([C:10]2[CH:9]=[CH:8][C:7]([CH:5]([CH3:6])[C:4]([OH:18])=[O:3])=[CH:12][CH:11]=2)[CH:17]=[CH:16][CH:15]=[N:14]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 53673625HCID 53673625, compound

Product 1

HCID 20303454HCID 20303454, compoundYield 80%

Procedure

The crude 2-[4-(pyrazol-1-yl)phenyl]propionic acid ethyl ester from (a) is boiled for 3 hours with 50 ml of 1 N solution of sodium hydroxide, and the thus-obtained solution is extracted with benzene. The aqueous phase is acidified with hydrochloric acid and extracted with benzene. The organic phase is then dried and concentrated; the residue is recrystallized from benzene/cyclohexane (1:1) to yield 1.7 g (80% of theory) of 2-[4-(pyrazol-1-yl)phenyl]propionic acid, m.p. 137° to 138° C.

Workup

  1. extractionthe thus-obtained solution is extracted with benzene
  2. extractionextracted with benzene
  3. customThe organic phase is then dried
  4. concentrationconcentrated
  5. customthe residue is recrystallized from benzene/cyclohexane (1:1)

Sources & evidence

ORD record
ord-9cd011a1d46e43f7b279bcf41bea369f
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

Loading…