Water → HCID 59314101, compound

HRID 1047870Notes

Reaction equation

HRID 1047870 reaction equation
C([O:3][C:4]([C:6]1([NH:15][C:16](=[O:29])[C:17]2[CH:22]=[CH:21][C:20]([CH:23]([CH3:25])[CH3:24])=[CH:19][C:18]=2[CH:26]([CH3:28])[CH3:27])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])C.[OH-].[K+].O>CCO>[CH:26]([C:18]1[CH:19]=[C:20]([CH:23]([CH3:25])[CH3:24])[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:29])([CH3:28])[CH3:27]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 59314149HCID 59314149, compound

Product 1

HCID 59314101HCID 59314101, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(2,4-diisopropyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (211 mg, 0.54 mmol) is dissolved in EtOH (8 mL), and solid KOH (823 mg, 14 mmol) and water (0.8 mL) are added. The mixture is stirred at RT for 30 min then concentrated in vacuo. The residue is dissolved in water (10 mL) and acidified with concentrated HCl until no more white solid precipitated. The solid is collected by vacuum filtration to give product (250) as white solid (188 mg, 95%).

Workup

  1. concentrationthen concentrated in vacuo
  2. dissolutionThe residue is dissolved in water (10 mL)
  3. customprecipitated
  4. filtrationThe solid is collected by vacuum filtration

Sources & evidence

ORD record
ord-4345cab19c2346a1b113621178a4d265
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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