Sodium Hydroxide → HCID 13799300, compound

HRID 620301Notes

Reaction equation

HRID 620301 reaction equation
[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[C:15]([NH:21][C:22](=[O:27])[C:23]([O:25]C)=[O:24])[C:16]([CH3:20])=[CH:17][C:18]=2[Br:19])=[C:6]([CH2:30][CH2:31][C:32]([F:35])([F:34])[F:33])[C:5]=1[OH:36])(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[C:15]([NH:21][C:22](=[O:27])[C:23]([OH:25])=[O:24])[C:16]([CH3:20])=[CH:17][C:18]=2[Br:19])=[C:6]([CH2:30][CH2:31][C:32]([F:33])([F:34])[F:35])[C:5]=1[OH:36])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13799299HCID 13799299, compound

Product 1

HCID 13799300HCID 13799300, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 1.75 g (3 mmol) of methyl N-{{3-{3-[4-acetyl-3-hydroxy-2-(3,3,3-trifluoropropyl)-phenoxy]-propoxy}-4-bromo-6-methyl-phenyl}}-oxamate (Example 2) in 30 ml of methanol and 3.2 ml of N sodium hydroxide solution is refluxed for 60 minutes. the reaction mixture is concentrated under reduced pressure, the residue is dissolved in acetone and dilute sodium hydroxide solution and the solution is acidified with dilute hydrochloric acid. The product which has precipitated is filtered off and washed neutral with water. N-{{3-{3-[4-Acetyl-3-hydroxy-2-(3,3,3-trifluoropropyl)-phenoxy]-propoxy}-4-bromo-6-methyl-phenyl}}-oxamic acid of melting point 207°-209° is thus obtained.

Workup

  1. temperatureis refluxed for 60 minutes
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. dissolutionthe residue is dissolved in acetone
  4. customThe product which has precipitated
  5. filtrationis filtered off
  6. washwashed neutral with water

Sources & evidence

ORD record
ord-7fdc82064d9c48498f6e8f18ecbd7302
Source dataset
uspto-grants-1989_04
Patent number
US04820726

Reaction notes

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