Sodium Hydroxide → HCID 12132987, compound

HRID 1006431Notes

Reaction equation

HRID 1006431 reaction equation
[CH2:1]([N:3]([CH2:27][CH3:28])[C:4]([C:6]1[CH:11]=[CH:10][C:9]([CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=2)[CH2:13][C:14]([O:16]CC)=[O:15])=[CH:8][CH:7]=1)=[O:5])[CH3:2].[OH-].[Na+]>CO.O>[CH2:27]([N:3]([CH2:1][CH3:2])[C:4]([C:6]1[CH:7]=[CH:8][C:9]([CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=2)[CH2:13][C:14]([OH:16])=[O:15])=[CH:10][CH:11]=1)=[O:5])[CH3:28]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 12132986HCID 12132986, compound

Product 1

HCID 12132987HCID 12132987, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Ethyl 3-(4-diethylcarbamoylphenyl)-3-(3-methoxyphenyl)propionate (275 mg) was dissolved in a mixed solution of methanol (5.6 ml) and water (2.8 ml), added with 1 N aqueous sodium hydroxide (1.4 ml) and stirred at 50° C. for 1 hour. The solvent was evaporated under reduced pressure and added with 1 N aqueous hydrochloric acid (5 ml), and the reaction mixture was extracted twice with dichloromethane (5 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to obtain 3-(4-diethylcarbamoylphenyl)-3-(3-methoxyphenyl)propionic acid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionadded with 1 N aqueous hydrochloric acid (5 ml)
  3. extractionthe reaction mixture was extracted twice with dichloromethane (5 ml)
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3981f17d4b0c4922a973ee8e7111fb61
Source dataset
uspto-grants-2004_09
Patent number
US06790854B2

Reaction notes

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