Potassium Hydroxide → HCID 13094299, compound

HRID 1902528Notes

Reaction equation

HRID 1902528 reaction equation
C(CC[N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([CH2:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[C:6]1[CH3:21])#N.[OH-].[K+]>Cl>[CH3:21][C:6]1[NH:5][C:13]2[C:8]([C:7]=1[CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)=[CH:9][CH:10]=[CH:11][CH:12]=2

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 20515679HCID 20515679, compound

Product 1

HCID 13094299HCID 13094299, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1-(2-Cyanoethyl)-2-methyl-3-(3-pyridylmethyl)indole (1.0 g) was dissolved in concentrated hydrochloric acid (10 ml) and the solution was allowed to stand at room temperature for 24 hours. The solution was cautiously basified by addition of dilute KOH solution with cooling to give an oil which gradually solidified. The solid was filtered off, washed with water and crystallised from isopropanol/water to give 1-carbamoylethyl)-2-methyl-3-(3-pyridylmethyl)indole (0.44 g), m.p. 145°147°.

Workup

  1. temperaturewith cooling
  2. customto give an oil which
  3. filtrationThe solid was filtered off
  4. washwashed with water
  5. customcrystallised from isopropanol/water

Sources & evidence

ORD record
ord-8d16b386e66f4110b95ae39218a8fd79
Source dataset
uspto-grants-1982_12
Patent number
US04363912

Reaction notes

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