Sodium Hydroxide → HCID 20689261, compound

HRID 618173Notes

Reaction equation

HRID 618173 reaction equation
C([O:3][C:4](=[O:25])[CH2:5][N:6]([C:10](=[O:24])[CH2:11][CH2:12][CH2:13][C:14]1[CH:23]=[CH:22][N:21]=[C:20]2[C:15]=1[CH2:16][CH2:17][CH2:18][NH:19]2)[CH:7]1[CH2:9][CH2:8]1)C.[OH-].[Na+]>CO>[NH:19]1[C:20]2[C:15](=[C:14]([CH2:13][CH2:12][CH2:11][C:10]([N:6]([CH:7]3[CH2:8][CH2:9]3)[CH2:5][C:4]([OH:25])=[O:3])=[O:24])[CH:23]=[CH:22][N:21]=2)[CH2:16][CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70246074HCID 70246074, compound

Product 1

HCID 20689261HCID 20689261, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ester 23-5 (200 mg, 0.5774 mmole), 1N NaOH (600 μl, 0.600 mmole) and CH3OH was stirred at ambient temperature for 1.5 h. The solution was concentrated. The residue was dissolved in 1N HCl (600 μl) and then the solution was concentrated. The residue was dissolved in CHCl3, filtered and concentrated to give the carboxylic acid 23-6 (110 mg) as a white solid.

Workup

  1. concentrationThe solution was concentrated
  2. dissolutionThe residue was dissolved in 1N HCl (600 μl)
  3. concentrationthe solution was concentrated
  4. dissolutionThe residue was dissolved in CHCl3
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-222633addd0d482caf71a14c78f42747
Source dataset
uspto-grants-1999_09
Patent number
US05952306

Reaction notes

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