Ethanol → HCID 25161046, compound

HRID 1047853Notes

Reaction equation

HRID 1047853 reaction equation
C([O:3][C:4]([C:6]1([NH:15][C:16](=[O:25])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=2[CH3:24])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])C.[OH-].[K+].CCO>O>[CH3:24][C:18]1[C:19]([CH3:23])=[CH:20][CH:21]=[CH:22][C:17]=1[C:16]([NH:15][C:6]1([C:4]([OH:5])=[O:3])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:25]

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 59314144HCID 59314144, compound

Product 1

HCID 25161046HCID 25161046, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

The mixture of 2-(2,3-dimethyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (235) (290 mg, 0.86 mmol), KOH (50% aqueous solution, 1.92 g, 17.2 mmol), EtOH (10 mL) and water (1 mL) are stirred in a 20 mL vial at 50° C. for 30 min. After concentration in vacuo, the residue is dissolved in water (5 mL) and acidified with conc. HCl until no more white precipitate came out of the water. The filtration gives 2-(2,3-dimethyl-benzoylamino)-indan-2-carboxylic acid (236) as white solid (240 mg, 90%).

Workup

  1. concentrationAfter concentration in vacuo
  2. dissolutionthe residue is dissolved in water (5 mL)
  3. filtrationThe filtration

Sources & evidence

ORD record
ord-7191b24957b242478320e2cd7e9d2276
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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