Sodium Tetraphenylborate → N-(2-Benzoyloxvethyl)pyridinium Tetraphenylborate

HRID 1614298Notes

Reaction equation

HRID 1614298 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-].[C:28]([O:36][CH2:37][CH2:38][N+:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)(=[O:35])[C:29]1[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:28]([O:36][CH2:37][CH2:38][N+:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)(=[O:35])[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

4

Reactant 2

HCID 2723787Sodium TetraphenylborateHCID 19762119N-(2-benzoyloxyethyl)pyridinium bromide

Product 1

HCID 19432278N-(2-Benzoyloxvethyl)pyridinium Tetraphenylborate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent4×

Procedure

A solution of 17.11 grams (0.05 mol) of sodium tetraphenylborate in 50 milliters of water was added to a solution of 15.41 grams (0.05 mol) of N-(2-benzoyloxyethyl)pyridinium bromide prepared as described in Example 2, in 50 milliters of water. An additional 200 milliters of water was added and the mixture was stirred and allowed to stand for 1 hr. The mixture was diluted with more water and filtered. The solid collected was washed with water and dried. Recrystallization from acetonitrile gave 15.5 grams (56.62% of theory) of product; mp=135°-138° C.

Workup

  1. customprepared
  2. filtrationfiltered
  3. customThe solid collected
  4. washwas washed with water
  5. customdried
  6. customRecrystallization from acetonitrile
  7. customgave 15.5 grams (56.62% of theory) of product

Sources & evidence

ORD record
ord-7096aca817a14e858157ac9097f26907
Source dataset
uspto-grants-1993_03
Patent number
US05196539

Reaction notes

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