Sodium Hydroxide → HCID 68767501, compound

HRID 2098575Notes

Reaction equation

HRID 2098575 reaction equation
[CH:1]1([NH:4][C:5](=[O:25])[C:6]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)=[CH:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>CO.O>[CH:1]1([NH:4][C:5](=[O:25])[C:6]([C:18]2[CH:19]=[CH:20][C:21]([CH3:24])=[CH:22][CH:23]=2)=[CH:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68770770HCID 68770770, compound

Product 1

HCID 68767501HCID 68767501, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of methyl 4-(3-(cyclopropylamino)-2-(4-methylphenyl)-3-oxoprop-1-en-1-yl)benzoate (4 g, 12 mmol) in methanol (10 mL), a solution of NaOH (1.4 g, 36 mmol) in water (1 mL) was added. The reaction mixture was refluxed for two hours at 70° C. The solvent was removed by evaporation, poured to ice cold water. The aqueous layer was acidified to pH 3 with citric acid and allowed to stand at 4° C. for 30 minutes the solid precipitated out was filtered and dried under vacuum to get a pale yellow solid (3.2 g, 83% yield).

Workup

  1. customThe solvent was removed by evaporation
  2. additionpoured to ice cold water
  3. customthe solid precipitated out
  4. filtrationwas filtered
  5. customdried under vacuum

Sources & evidence

ORD record
ord-0188fb35a5e64d70a9529436ae915c48
Source dataset
uspto-grants-2013_05
Patent number
US08450525B2

Reaction notes

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