Sodium Tetraphenylborate → HCID 86745005, compound

HRID 2248982Notes

Reaction equation

HRID 2248982 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-af23594e5a3243a2942a64ff9ff67663
Source dataset
uspto-grants-1991_08
Patent number
US05041625

Reaction notes

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