Sodium Tetraphenylborate → HCID 86745005, compound

HRID 1460271Notes

Reaction equation

HRID 1460271 reaction equation
[C:1]1([B-:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].[Br-].[Br-].[N+:29]1([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][N+:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>O>[C:20]1([B-:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1.[C:20]1([B-:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1.[N+:29]1([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][N+:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 2723787Sodium TetraphenylborateHCID 135522261,1'-(Pentane-1,5-diyl)di(pyridin-1-ium) dibromide

Product 1

HCID 86745005HCID 86745005, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 68.45 g (0.20 mol) of sodium tetraphenylborate in 700 mL of water was added to a solution of 38.8 (0.10 mol) N,N'-pentamethylenebis(pyridinium) dibromide in 400 mL of water. The mixture was stirred for 30 minutes, filtered, and the collected solid was washed with water and methanol. The solid was recrystallized from acetonitrile, collected and dried to give 56.0 g (64.6%) of N,N'-pentamethylenebis(pyridinium) di(tetraphenylborate); mp=228°-230° C. 1H NMR was consistent with the proposed structure. Atomic analysis calculated for C63H60B2N2 (866.82): 87.3% C, 7.0% H, 2.5% B, 3.2% N. Found: 87.7% C, 7.0% H, 2.6% B, 3.2% N.

Workup

  1. filtrationfiltered
  2. washthe collected solid was washed with water and methanol
  3. customThe solid was recrystallized from acetonitrile
  4. customcollected
  5. customdried

Sources & evidence

ORD record
ord-6015ded99d8d49c4ad8cbcd3ef9798d5
Source dataset
uspto-grants-1991_12
Patent number
US05070203

Reaction notes

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