Benzyl Bromide → HCID 86749957, compound

HRID 1451316Notes

Reaction equation

HRID 1451316 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[N:7]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]=[CH:9][N:10]=1.[CH2:18]([Br:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[Br-:25].[CH2:11]([N:7]1[CH:8]=[CH:9][N+:10]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:6]1[CH:2]1[O:1][CH2:5][CH2:4][O:3]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 312113MLS003115130

Product 1

HCID 86749957HCID 86749957, compoundYield 79.8%

Procedure

A reaction mixture of 12.5 g (54 mmol) of 2-(1,3-dioxolan-2-yl)-1-benzylimidazole and 9.3 g (54 mmol) of benzyl bromide was heated on a steam-bath with stirring for 1/4 h and the resulting mixture was stirred at room temperature overnight. The mixture was triturated with ether/ethyl acetate and filtered to afford 17.3 g (79.8%) of 3-benzyl-2-(1,3-dioxolan-2-yl)-1-benzylimidazolium bromide (Formula VI: A=1-benzylimidazole; Y=2-(1,3,-dioxolan-2-yl); R1 =R6 =H; Z- =Br-).

Workup

  1. temperaturewas heated on a steam-bath
  2. stirringthe resulting mixture was stirred at room temperature overnight
  3. customThe mixture was triturated with ether/ethyl acetate
  4. filtrationfiltered

Sources & evidence

ORD record
ord-8a86ac4836ea4c70980536a95c629687
Source dataset
uspto-grants-1997_02
Patent number
US05604224

Reaction notes

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