4-(2-Phenylethenyl)pyridine → N-[2-(1,3-dioxane-2-yl)ethyl]-4-styrylpyridinium bromide

HRID 1720205Notes

Reaction equation

HRID 1720205 reaction equation
[CH:1]([C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Br:15][CH2:16][CH2:17][CH:18]1[O:23][CH2:22][CH2:21][CH2:20][O:19]1>C(OC(=O)C)C>[Br-:15].[O:19]1[CH2:20][CH2:21][CH2:22][O:23][CH:18]1[CH2:17][CH2:16][N+:12]1[CH:11]=[CH:10][C:9]([CH:1]=[CH:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 1015764-(2-Phenylethenyl)pyridineHCID 5206561,3-Dioxane, 2-(2-bromoethyl)-

Product 1

HCID 70260576N-[2-(1,3-dioxane-2-yl)ethyl]-4-styrylpyridinium bromideYield 90.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-styrylpyridine (1.81 g) and 2-(2-bromoethyl) 1,3-dioxane (1.95 g) were stirred and refluxed in ethylacetate (15 ml) solution for 15 hours. After cooling of the reaction mixture creamy crystals were separated by filtration, washed with ethyl ether and dried to give 3.4 g of N-[2- (1,3-dioxane-2-yl) ethyl]-4-styrylpyridinium bromide.

Workup

  1. temperatureAfter cooling of the reaction mixture creamy crystals
  2. customwere separated by filtration
  3. washwashed with ethyl ether
  4. customdried

Sources & evidence

ORD record
ord-db5c85387f07472b87449c5417851600
Source dataset
uspto-grants-1996_04
Patent number
US05506089

Reaction notes

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