Water → HCID 59314276, compound

HRID 1047886Notes

Reaction equation

HRID 1047886 reaction equation
C([O:3][C:4]([C:6]1([NH:15][C:16](=[O:25])[C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][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+].O>CCO>[CH3:24][C:18]1[CH:19]=[C:20]([CH3:23])[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 962WaterHCID 14797Potassium HydroxideHCID 59314366HCID 59314366, compound

Product 1

HCID 59314276HCID 59314276, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(2,4-Dimethyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (414 mg, 1.23 mmol) is dissolved in EtOH (15 mL), and solid KOH (1.42 g, 24.7 mmol) and water (1.5 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 (275) as white solid (350 mg, 92%).

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-eae76162de644921aeb26f44aae031f1
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

Loading…