Sodium Hydroxide → HCID 59654726, compound

HRID 2053105Notes

Reaction equation

HRID 2053105 reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:28])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15]([C:17]2[O:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:20][CH:21]=2)=[O:16])=[CH:10][CH:9]=1)C>O.C(O)C>[C:22]1([C:19]2[O:18][C:17]([C:15]([NH:14][C:11]3[CH:10]=[CH:9][C:8]([CH2:7][C:6]([OH:28])=[O:5])=[CH:13][CH:12]=3)=[O:16])=[CH:21][CH:20]=2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 59654766HCID 59654766, compound

Product 1

HCID 59654726HCID 59654726, compoundYield 89.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium hydroxide (100 mg) in water (5 ml) was added to a stirred solution of {4-[(5-phenyl-furan-2-carbonyl)-amino]-phenyl}-acetic acid ethyl ester (1) (75 mg, 0.214 mmoles) in ethanol (10 ml) and the mixture was stirred at room temperature for 1 hour. The solvent was evaporated and the residue was diluted with water (10 ml) and acidified to pH=2 with 1 M aqueous hydrochloric acid. The precipitate was collected, washed with water and the residue was triturated with cyclohexane to afford (2) (61.5mg) as a white solid. LC/MS System D; Rt=3.01 mins, m/z (ES−)=320 (M−H for C19H15NO4).

Workup

  1. customThe solvent was evaporated
  2. additionthe residue was diluted with water (10 ml)
  3. customThe precipitate was collected
  4. washwashed with water
  5. customthe residue was triturated with cyclohexane

Sources & evidence

ORD record
ord-a409cf42a44f4d589bf2584f8b775009
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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