Sodium Hydroxide → HCID 70575857, compound

HRID 1680480Notes

Reaction equation

HRID 1680480 reaction equation
C([O:3][C:4]([CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH2:16][C:17]2[NH:18][CH:19]=[CH:20][N:21]=2)=[CH:8]1)=[O:5])C.[OH-].[Na+]>C(O)C.O>[C:4]([CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH2:16][C:17]2[NH:21][CH:20]=[CH:19][N:18]=2)=[CH:8]1)([OH:5])=[O:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70574941HCID 70574941, compound

Product 1

HCID 70575857HCID 70575857, compoundYield 73.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1-Ethoxycarbonylmethyl-3-(1-imidazolylmethyl)indole (0.98 g) was dissolved in ethanol (10 ml) and a solution of sodium hydroxide (0.25 g) in water (2 ml) was added. The mixture was heated under reflux for 2 hours and then evaporated. The residue was dissolved in 5 ml of water and the solution was just acidified with acetic acid. The solution was evaporated to dryness and the residue was stirred with a little water and the mixture was filtered to give 1-carboxymethyl-3-(1-imidazolylmethyl)indole, (0.65 g), m.p. 218°-220° C., raised to 223°-224° C. on crystallisation from water. Found: C, 65.47; H, 5.11; N, 16.19. C14H13N3O2 requires: C, 65.87; H, 5.13; N, 16.46.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customevaporated
  4. dissolutionThe residue was dissolved in 5 ml of water
  5. customThe solution was evaporated to dryness
  6. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-77be2590f6ba430583246dfb3277a5a7
Source dataset
uspto-grants-1981_06
Patent number
US04273782

Reaction notes

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