Ethanol → HCID 59314344, compound

HRID 1047861Notes

Reaction equation

HRID 1047861 reaction equation
C(OC(C1CC2C(=CC=CC=2)C1[NH:15][C:16](=[O:31])[C:17]1[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][C:18]=1[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=O)C.[OH-:32].[K+].[CH3:34][CH2:35][OH:36]>O>[CH2:24]([C:18]1[CH:19]=[C:20]([Br:23])[CH:21]=[CH:22][C:17]=1[C:16]([NH:15][C:34]1([C:35]([OH:32])=[O:36])[CH2:24][C:18]2[C:17](=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:16]1)=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 68591911HCID 68591911, compound

Product 1

HCID 59314344HCID 59314344, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

The mixture of 2-(2-benzyl-4-bromo-benzoylamino)-indan-2-carboxylic acid ethyl ester (240) (339 mg, 0.71 mmol), KOH (50% aqueous solution, 1.58 g, 14.14 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 affords 2-(2-benzyl-4-bromo-benzoylamino)-indan-2-carboxylic acid (241) as white solid (310 mg, 97%).

Workup

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

Sources & evidence

ORD record
ord-ebb9b488382149108ca729c4e20ef302
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

Loading…