Sodium Hydroxide → HCID 13116838, compound

HRID 2164604Notes

Reaction equation

HRID 2164604 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][CH:7]([N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)[C:8]([OH:16])([C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:9][C:10]#[CH:11])=[CH:4][CH:3]=1.[Br:24]Br.[OH-].[Na+]>O1CCOCC1>[Br:24][C:11]#[C:10][CH2:9][C:8]([CH:7]([O:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:23][CH:22]=1)[N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)([OH:16])[C:12]([CH3:15])([CH3:13])[CH3:14]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 13116837HCID 13116837, compound

Product 1

HCID 13116838HCID 13116838, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

14 g (0.04 mol) of 4-((4-chlorophenoxy)-(1H-1,2,4-triazol-1-yl)-methyl)-5,5-dimethyl-hex-1-yn-4-ol (obtained as described in Example 1), dissolved in 75 ml of dioxane, were added dropwise to a solution of 7.7 g (0.048 mol) of bromine in 40 ml of 10% strength sodium hydroxide solution at 0° C. After five hours, the reaction mixture was stirred into ice water. The precipitated product was filtered off under suction, washed with water and dried. 14.2 g (86.1% of theory) of 1-bromo-4-((4-chlorophenoxy)-(1H-1,2,4-triazol-1-yl)-methyl)-5,5-dimethyl-hex-1-yn-4-ol of melting point 156° to 160° C. were obtained.

Workup

  1. filtrationThe precipitated product was filtered off under suction
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-604d8287476b4f7db2958f93240b55fa
Source dataset
uspto-grants-1985_03
Patent number
US04505922

Reaction notes

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