1,4-Dibromobutane → N-(4-bromobutyl)-4-styrylpyridinium bromide

HRID 1720211Notes

Reaction equation

HRID 1720211 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][CH2:18][CH2:19]Br>C(OC(=O)C)C>[Br-:15].[Br:15][CH2:16][CH2:17][CH2:18][CH2:19][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 80561,4-DibromobutaneHCID 1015764-(2-Phenylethenyl)pyridine

Product 1

HCID 70264975N-(4-bromobutyl)-4-styrylpyridinium bromide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4-styrylpyridine (0.181 g) and 1,4-dibromobutane (0.432 g) in ethylacetate (5 ml) was stirred and refluxed for 24 hours, and then filtered. The crystals obtained were washed and dried to give 0.31 of N-(4-bromobutyl)-4-styrylpyridinium bromide λmax 344 nm (water). NMR (CDCl3, p.p.m.): 9.4(d.,2H), 8.0(d.,2H), 7.0-7.7(m.,7H), 4.9(T.,2H), 3.4(m.,2H), 2.0(m.,4H).

Workup

  1. temperaturerefluxed for 24 hours
  2. filtrationfiltered
  3. customThe crystals obtained
  4. washwere washed
  5. customdried

Sources & evidence

ORD record
ord-f94d6d43ef9d4d3abaa94dc9ec7127b0
Source dataset
uspto-grants-1996_04
Patent number
US05506089

Reaction notes

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