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

HRID 376467

Reaction equation

HRID 376467 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-2142058c6b9d4f65bbba617e9cf0cfd1
Source dataset
uspto-grants-2000_02
Patent number
US06020436

Linked notes

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