Benzyl Bromide → HCID 18975364, compound

HRID 2393427Notes

Reaction equation

HRID 2393427 reaction equation
[CH2:1]([C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:14]([Br:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CC(C)=O>[Br-:21].[CH2:14]([N+:11]1[CH:12]=[CH:13][C:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:9][CH:10]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 164584-Benzylpyridine

Product 1

HCID 18975364HCID 18975364, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 4-benzylpyridine (5.0 g, 29.5 mmol) in anhydrous acetone (25 ml) was treated with benzyl bromide (3.6 ml, 30 mmol) and stirred at room temperature for 18 hours. The precipitate was collected, washed with diethyl ether then dried to give the quaternary salt as a colourless solid (9.52 g, 95%). mp 214°-216° C. δ (360 MHz, D2O) 4.29 (2H, s, CH2), 5.74 (2H, s, CH2), 7.30-7.52 (10H, m, Ar-H), 7.84 (2H, d, J=7Hz, Py-H), 8.68 (2H, d, Py-H).

Workup

  1. customThe precipitate was collected
  2. washwashed with diethyl ether
  3. customthen dried

Sources & evidence

ORD record
ord-8ff40b5fa376472ea862461ec6b625e8
Source dataset
uspto-grants-1998_09
Patent number
US05807857

Reaction notes

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