4-Methylpyridine → HCID 10718365, compound

HRID 2279693Notes

Reaction equation

HRID 2279693 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[Br:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16]Br>C(O)(C)C>[Br-:8].[C:11]1([CH2:16][N+:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][N+:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1.[Br-:8]

Participants

4

Reactant 2

HCID 79634-MethylpyridineHCID 66665o-Bis(bromomethyl)benzene

Product 1

HCID 10718365HCID 10718365, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 4-methylpyridine (1.02 g) and 1,2-bis-bromomethyl-benzene (1.32 g) was heated during 2.5 hours at 120° C. To the reaction mixture 5 mL of isopropyl alcohol was added and the mixture was refluxed for 2 hours. After cooling the product was filtered, washed with diethyl ether and dried under vacuum to provide Compound 4 in 87% yield. The structure of Compound 4 is given below:

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. temperatureAfter cooling the product
  3. filtrationwas filtered
  4. washwashed with diethyl ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-878e1952e331406db1d84893b053f13b
Source dataset
uspto-grants-2015_09
Patent number
US09133343B2

Reaction notes

Loading…