Sodium Hydroxide → Ethnor

HRID 259428

Reaction equation

HRID 259428 reaction equation
S(O)(O)(=O)=O.[C:6]1([CH:12]([N:14]2[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][N:16]=[CH:15]2)[CH3:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[OH-].[Na+]>O>[C:6]1([CH:12]([N:14]2[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][N:16]=[CH:15]2)[CH3:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 3084993Ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate sulfate

Product 1

HCID 36339Ethnor

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 47.5 parts of (-)-ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate sulfate in 500 parts of water is alkalized with 14 parts of sodium hydroxide solution 50%. The product is extracted twice with 325 parts of dichloromethane. The combined extracts are dried, filtered and evaporated in vacuo. The residue is crystallized from 2,2'-oxybispropane, yielding (-)-ethyl 1-(1-phenylethyl)-1H-imidazole- 5-carboxylate.

Workup

  1. extractionThe product is extracted twice with 325 parts of dichloromethane
  2. customThe combined extracts are dried
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customThe residue is crystallized from 2,2'-oxybispropane

Sources & evidence

ORD record
ord-63dedf4ca74e49639e8b76e2890343a4
Source dataset
uspto-grants-1977_07
Patent number
US04038286

Linked notes

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