Ethanol → HCID 12399337, compound

HRID 1284097Notes

Reaction equation

HRID 1284097 reaction equation
[N:1]1[C:2]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][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]([CH2:16][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 13079788HCID 13079788, compound

Product 1

HCID 12399337HCID 12399337, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 6 g of ethyl 4-(imidazo[1,2-a]pyrimidin-2-yl)phenyl-acetate, 30 ml of ethanol, 1.1 g of sodium hydroxide and 5 ml of water is stirred at room temperature for 10 minutes. The crystalline precipitate is filtered off, washed with ethanol, and then dissolved in water. 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 3.2 g of 4-(imidazo-[1,2-a]pyrimidin-2-yl)phenylacetic acid as colorless crystals melting at 264°-265°C with decomposition.

Workup

  1. filtrationThe crystalline precipitate is filtered off
  2. washwashed with ethanol
  3. dissolutiondissolved in water
  4. additionThe solution is adjusted to pH 6 by addition of dilute hydrochloric acid
  5. filtrationThe crystalline precipitate is filtered off
  6. washwashed with water

Sources & evidence

ORD record
ord-eaa8115d2d6b4edfb419b8f3e2341efb
Source dataset
uspto-grants-1976_08
Patent number
US03978071

Reaction notes

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