Iodine → HCID 13259989, compound

HRID 483120Notes

Reaction equation

HRID 483120 reaction equation
[C:1]([C:5]([OH:23])([CH:9]([N:18]1[CH:22]=[N:21][CH:20]=[N:19]1)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[CH2:6][C:7]#[CH:8])([CH3:4])([CH3:3])[CH3:2].[I:24]I.[OH-].[K+]>CO>[C:1]([C:5]([OH:23])([CH:9]([N:18]1[CH:22]=[N:21][CH:20]=[N:19]1)[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=1)[CH2:6][C:7]#[C:8][I:24])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 13259988HCID 13259988, compound

Product 1

HCID 13259989HCID 13259989, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

9.9 g (0.03 mol) of 4-tert.-butyl-6-(4-chlorophenyl)-5-(1,2,4-triazol-1-yl)-hex-1-in-4-ol are dissolved in 100 ml of methanol, and 9.2 g (0.036 mol) of iodine are introduced into the ice-cooled solution at the same time as 14.5 ml of 50% strength potassium hydroxide solution are being added dropwise. The mixture is stirred for a further 4 hours at room temperature, and the crystalline precipitate is filtered off under suction, washed with water and dried. 10.7 g (78% of theory) of 4-tert.-butyl-6-(4-chlorophenyl)-1-iodo-5-(1,2,4-triazol-1-yl)-hex-1-in-4-ol of melting point 155° C. are obtained.

Workup

  1. additionare being added dropwise
  2. filtrationthe crystalline precipitate is filtered off under suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-5b67752c071c4eda8e816bd94c9eeea7
Source dataset
uspto-grants-1986_03
Patent number
US04578396

Reaction notes

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