Ethanol → HCID 70574856, compound

HRID 1680482Notes

Reaction equation

HRID 1680482 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:22]=CC=1)[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)#N.[OH-:25].[K+].[CH2:27]([OH:29])[CH3:28]>O>[C:27]([C:28]1[CH:22]=[C:5]([CH:4]=[CH:3][CH:1]=1)[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)([OH:25])=[O:29]

Participants

5

Reactant 3

HCID 702Ethanol2×HCID 14797Potassium HydroxideHCID 70576510HCID 70576510, compound

Product 1

HCID 70574856HCID 70574856, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(3-Cyanobenzyl)-3-(1-imidazolylmethyl)indole (1.0 g) was dissolved in ethanol (5 ml) and a solution of potassium hydroxide (0.5 g) in water (5 ml) was added. The mixture was heated under reflux for 6 hours and then worked up, as described in Example 11, to give 1-(3-carboxybenzyl)-3-(1-imidazolylmethyl)indole (0.70 g), m.p. 201.5°-203.5° C. (from ethanol). Found: C, 72.16; H, 5.19; N, 12.66. C20H17N3O2 requires: C, 72.49; H, 5.17; N, 12.68.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6 hours

Sources & evidence

ORD record
ord-cc6c873ce0874a2b922c30a523a8d422
Source dataset
uspto-grants-1981_06
Patent number
US04273782

Reaction notes

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