Sodium Hydroxide → HCID 59654726, compound

HRID 1444201Notes

Reaction equation

HRID 1444201 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) (61.5 mg) 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-b866f5c719af40ca9b2d0ee41fdab27b
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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