Ethanol → HCID 19767972, compound

HRID 1590665Notes

Reaction equation

HRID 1590665 reaction equation
[N:1]1([CH:6]2[C:15](=[CH2:16])[C:14]3[CH:13]=[C:12]([C:17]([O:19]CC)=[O:18])[CH:11]=[CH:10][C:9]=3[CH2:8][CH2:7]2)[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[Na+].C(O)C>O>[N:1]1([CH:6]2[C:15](=[CH2:16])[C:14]3[CH:13]=[C:12]([C:17]([OH:19])=[O:18])[CH:11]=[CH:10][C:9]=3[CH2:8][CH2:7]2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 19767989HCID 19767989, compound

Product 1

HCID 19767972HCID 19767972, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 5,6,7,8-tetrahydro-7-(1H-imidazol-1-yl)-8-methylene-2-naphthalenecarboxylate (0.46 g), sodium hydroxide (0.8 g), ethanol (40 ml) and water (5 ml) is heated under reflux for 2 hours. The solution is evaporated, the residue is dissolved in water and the solution, acidified with acetic acid, is extracted with methylene chlorid. The organic layer is dried over sodium sulfate and evaporated to give 0.35 g of 5,6,7,8-tetrahydro-7-(1H-imidazol-1-yl)-8-methylene-2-naphthalenecarboxylic acid.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2 hours
  3. customThe solution is evaporated
  4. dissolutionthe residue is dissolved in water
  5. extractionis extracted with methylene chlorid
  6. dry with materialThe organic layer is dried over sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-29b590a257bb48d8a1e39402ccaf6503
Source dataset
uspto-grants-1993_04
Patent number
US05204364

Reaction notes

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