Potassium Hydroxide → HCID 12109706, compound

HRID 431032Notes

Reaction equation

HRID 431032 reaction equation
Br[CH:2]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[N:13]=1)[CH:3](Br)[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Br:10])[CH:5]=1.[OH-].[K+]>C(O)C.[Cl-].[Na+].O>[Br:10][C:6]1[CH:5]=[C:4]([C:3]#[C:2][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[N:13]=2)[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 18763189HCID 18763189, compound

Product 1

HCID 12109706HCID 12109706, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

1.2 g (2.8 mMol) of 2-[1,2-dibromo-2-(3-bromophenyl)-ethyl]-6-methyl-pyridine are dissolved in 10 ml of ethanol. 0.9 g (16.1 mMol) of potassium hydroxide (powder) are added, and the resulting suspension is heated under reflux for 4 hours. The suspension is then cooled to room temperature, poured into 100 ml of brine and extracted thrice with 30 ml each of t-butyl methyl ether. The combined organic phases are washed with 30 ml of brine, dried over Sodium sulfate, filtrated and evaporated in vacua. 0.720 g of the title compound are obtained as a colorless oil crystallizing on standing; melting point 60-61°.

Workup

  1. temperaturethe resulting suspension is heated
  2. temperatureunder reflux for 4 hours
  3. extractionextracted thrice with 30 ml each of t-butyl methyl ether
  4. washThe combined organic phases are washed with 30 ml of brine
  5. dry with materialdried over Sodium sulfate
  6. filtrationfiltrated
  7. customevaporated in vacua

Sources & evidence

ORD record
ord-a223972117a0451196747a787dcf3426
Source dataset
uspto-grants-2003_12
Patent number
US06656957B1

Reaction notes

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