Sodium Hydroxide → HCID 86615989, compound

HRID 1160923Notes

Reaction equation

HRID 1160923 reaction equation
C[O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([O:16][C:17]2[CH:18]=[N:19][C:20]([Cl:24])=[C:21]([CH3:23])[CH:22]=2)[CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:6][CH:5]=1.[OH-].[Na+]>CO>[Cl:24][C:20]1[N:19]=[CH:18][C:17]([O:16][CH:10]([C:7]2[CH:6]=[CH:5][C:4]([C:3]([OH:25])=[O:2])=[CH:9][CH:8]=2)[CH2:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[CH:22][C:21]=1[CH3:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86615988HCID 86615988, compound

Product 1

HCID 86615989HCID 86615989, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 4-[1-(6-chloro-5-methyl-pyridin-3-yloxy)-3,3-dimethyl-butyl]-benzoic acid methyl ester (440 mg) in methanol (30 mL) is added sodium hydroxide (5 N aqueous, 2 mL) and stirred for 5 h. The reaction mixture is concentrated and acidified by 5 N HCl (2 mL), extracted with ethyl acetate. Combined organic layers are washed with water and brine, dried over sodium sulfate. Concentration gives the titled compound (414 mg).

Workup

  1. concentrationThe reaction mixture is concentrated
  2. extractionextracted with ethyl acetate
  3. washCombined organic layers are washed with water and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationConcentration

Sources & evidence

ORD record
ord-dc4dcc0d21f04d0e9d7d4c9b90cddb50
Source dataset
uspto-grants-2010_10
Patent number
US07816557B2

Reaction notes

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