4-Methylbenzylamine → HCID 12529950, compound

HRID 376928Notes

Reaction equation

HRID 376928 reaction equation
[F:1][B-:2]([F:5])([F:4])[F:3].[C:6]1([C:12]2[CH:17]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:15]=[C:14]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[O+]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35][NH2:36])=[CH:33][CH:32]=1>C(O)C.C(OCC)C>[F:1][B-:2]([F:5])([F:4])[F:3].[CH3:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35][N+:36]2[C:12]([C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:17][C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:15][C:14]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:33][CH:32]=1

Participants

5

Reactant 2

HCID 660354-MethylbenzylamineHCID 9930615Pyrylium, 2,4,6-triphenyl-, tetrafluoroborate(1-)

Product 1

HCID 12529950HCID 12529950, compoundYield 84.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 2,4,6-triphenylpyrylium tetrafluoroborate (2.97 g, 7.5 mmol) in ethanol (15 mL) was treated with 4-methylbenzylamine (1 g, 8.25 mmol). The reaction was stirred overnight at room temperature and diluted with diethyl ether to precipitate the product. The product was recrystallized from ethanol/diethyl ether to give 3.15 g of N-(4-methylbenzyl)-2,4,6-triphenylpyridinium tetrafluoroborate as a tan solid.

Workup

  1. customto precipitate the product
  2. customThe product was recrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-1352880fc2534d6ab265f615f4773161
Source dataset
uspto-grants-2000_02
Patent number
US06022894

Reaction notes

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