Sodium Hydroxide → HCID 71611732, compound

HRID 1527951Notes

Reaction equation

HRID 1527951 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([CH3:11])[N:8]([CH2:12][C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=2[O:20][CH2:21][CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[N:7]=1)=[O:5])C.[OH-].[Na+]>CO>[Cl:19][C:17]1[CH:16]=[CH:15][C:14]([O:20][CH2:21][CH:22]2[CH2:23][CH2:24][CH2:25][CH2:26]2)=[C:13]([CH:18]=1)[CH2:12][N:8]1[C:9]([CH3:11])=[CH:10][C:6]([C:4]([OH:5])=[O:3])=[N:7]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86688725HCID 86688725, compound

Product 1

HCID 71611732HCID 71611732, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ester 3 (0.086 g, 0.25 mmol) in MeOH (10 mL) was added a solution of 2 M NaOH 2 mL (0.40 mmol) and the resulting mixture was stirred at RT for 4 hours. The volatiles were removed in vacuo. The residue was diluted with water (5 mL) and acidified to pH 1 with 2 M HCl. The acid 4 was isolated by filtration as a white solid and washed with water and dried overnight over KOH in a dessicator to yield 1-(5-chloro-2-cyclopentylmethoxy-benzyl)-5-methyl-1H-pyrazole-3-carboxylic acid, 4, as a white solid.

Workup

  1. customThe volatiles were removed in vacuo
  2. additionThe residue was diluted with water (5 mL)

Sources & evidence

ORD record
ord-3369518c5fac432a882abb7221bd4eaf
Source dataset
uspto-grants-2015_07
Patent number
US09090566B2

Reaction notes

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