2-(bromomethyl)-1,3,5-trimethylbenzene → HCID 178425338, compound

HRID 2274731Notes

Reaction equation

HRID 2274731 reaction equation
[NH:1]1[C:5]2[CH:6]=[C:7]([C:10]3[O:14][C:13]([SH:15])=[N:12][N:11]=3)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH3:16][C:17]1[CH:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[C:18]=1[CH2:19]Br>CCO>[CH3:16][C:17]1[CH:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[C:18]=1[CH2:19][S:15][C:13]1[O:14][C:10]([C:7]2[CH:8]=[CH:9][C:4]3[NH:3][CH:2]=[N:1][C:5]=3[CH:6]=2)=[N:11][N:12]=1

Participants

4

Reactant 2

HCID 2334002-(bromomethyl)-1,3,5-trimethylbenzeneHCID 178527937HCID 178527937, compound

Product 1

HCID 178425338HCID 178425338, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 (0.33 g, 1.5 mmol), TEA (0.209 mL, 1.5 mmol) and 2,4,6-Trimethylbenzylbromide (0.253 g, 1.5 mmol) were dissolved in 10 mL of EtOH and kept under reflux overnight. The solvent was removed and the remaining oil was purified by flash-chromatography on silica gel, applying a CHCl3/MeOH gradient.

Workup

  1. temperatureunder reflux overnight
  2. customThe solvent was removed
  3. customthe remaining oil was purified by flash-chromatography on silica gel

Sources & evidence

ORD record
ord-18691aff65794dff8f4be0767bf218a3
Source dataset
uspto-grants-2015_09
Patent number
US09126987B2

Reaction notes

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