Benzyl Bromide → HCID 17857962, compound

HRID 1374439Notes

Reaction equation

HRID 1374439 reaction equation
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[N:6][CH:5]=1.[CH2:12]([Br:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(OCC)(=O)C>[Br-:19].[CH2:12]([N+:6]1[CH:5]=[C:4]([C:3]([O:2][CH3:1])=[O:11])[CH:9]=[CH:8][C:7]=1[CH3:10])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 231548Methyl 6-methylnicotinate

Product 1

HCID 17857962HCID 17857962, compoundYield 7.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 6-methylnicotinic acid methyl ester (10 g, 66 mmol) in ethyl acetate (70 ml) was added benzyl bromide (9.5 ml, 80 mmol) and the mixture was stirred at 60–70° C. for 3 hours. The mixture was cooled to room temperature and was filtered. The residue was washed twice with ethyl acetate/hexane and dried in vacuo to give 1-benzyl-5-(methoxycarbonyl)-2-methylpyridinium bromide (1.59 g, 7%).

Workup

  1. filtrationwas filtered
  2. washThe residue was washed twice with ethyl acetate/hexane
  3. customdried in vacuo

Sources & evidence

ORD record
ord-0e97992197df4fd98062c068d3d1fae3
Source dataset
uspto-grants-2007_01
Patent number
US07163936B2

Reaction notes

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