Sodium Hydroxide → HCID 54549528, compound

HRID 850166Notes

Reaction equation

HRID 850166 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:12]=[CH:13][C:14]=1[C:15](=[O:18])[NH:16][CH3:17])[CH:6]=[CH:7][C:8]([O:10]C)=[O:9].[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:12]=[CH:13][C:14]=1[C:15](=[O:18])[NH:16][CH3:17])[CH:6]=[CH:7][C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54464795HCID 54464795, compound

Product 1

HCID 54549528HCID 54549528, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 3-methoxy-4-(methylcarbamoyl)-cinnamate (300 mg) in methanol was added 1H aqueous sodium hydroxide solution (1.5 ml) at ambient temperature, and the mixture was stirred for 5 hours at 50° C. The solvent was removed, and water was added thereto. The mixture was washed with diethyl ether and adjusted to pH 4 with 1N hydrochloric acid. The resulting precipitate was collected by filtration and washed with water to give 3-methoxy-4-(methylcarbamoyl)-cinnamic acid (250 mg).

Workup

  1. customThe solvent was removed
  2. additionwater was added
  3. washThe mixture was washed with diethyl ether
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-d1f038c7300e4714aa371a0ec0c6ed65
Source dataset
uspto-grants-2000_01
Patent number
US06015818

Reaction notes

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