Ethanol → HCID 12399338, compound

HRID 1284098Notes

Reaction equation

HRID 1284098 reaction equation
[N:1]1[C:2]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]([CH3:22])[C:17]([O:19]CC)=[O:18])=[CH:12][CH:11]=2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[N:6][C:5]=12.C(O)C.[OH-].[Na+]>O>[N:1]1[C:2]([C:10]2[CH:11]=[CH:12][C:13]([CH:16]([CH3:22])[C:17]([OH:19])=[O:18])=[CH:14][CH:15]=2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[N:6][C:5]=12

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 13079790HCID 13079790, compound

Product 1

HCID 12399338HCID 12399338, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.4 g of ethyl 2-[4-(imidazo[1,2-a]pyrimidin-2-yl)-phenyl]propionate, 50 ml of ethanol, 0.72 g of sodium hydroxide and 5 ml of water is heated under reflux for 2 hours. The ethanol is distilled off, and acetone is added to the residue. The crystalline precipitate is dissolved in water, and the solution is adjusted to pH 6 by addition of dilute hydrochloric acid. The crystalline precipitate is filtered off and washed with water to give 2.8 g of 2-[4-(imidazo[1,2-a]pyrimidin-2yl)phenyl]propionic acid as colorless crystals melting at 248°C with decomposition.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2 hours
  3. distillationThe ethanol is distilled off
  4. additionacetone is added to the residue
  5. dissolutionThe crystalline precipitate is dissolved in water
  6. additionthe solution is adjusted to pH 6 by addition of dilute hydrochloric acid
  7. filtrationThe crystalline precipitate is filtered off
  8. washwashed with water

Sources & evidence

ORD record
ord-16346b2e6a4c4b92b7c7086b4096ab43
Source dataset
uspto-grants-1976_08
Patent number
US03978071

Reaction notes

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