Water → HCID 25159610, compound

HRID 1047869Notes

Reaction equation

HRID 1047869 reaction equation
C([O:3][C:4]([C:6]1([NH:15][C:16](=[O:28])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[C:23]([CH3:27])([CH3:26])[CH2:24][CH3:25])[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>[CH3:27][C:23]([C:18]1[CH:19]=[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:28])([CH3:26])[CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 59314370HCID 59314370, compound

Product 1

HCID 25159610HCID 25159610, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[2-(1,1-Dimethyl-propyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester (220 mg, 0.58 mmol) is dissolved in EtOH (8 mL), and solid KOH (600 mg, 10 mmol) and water (0.8 mL) are added. The mixture is stirred at RT for 30 minutes 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 (248) as white solid (158 mg, 78%).

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-d134ad6a17cb451b842838ba387fe34b
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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