Benzyl Bromide → HCID 21403016, compound

HRID 972916Notes

Reaction equation

HRID 972916 reaction equation
[OH:1][C:2]([C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)([CH3:10])[C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][CH:4]=1.[CH2:17]([Br:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(#N)C>[Br-:24].[CH2:17]([N+:14]1[CH:15]=[CH:16][C:11]([C:2]([OH:1])([CH3:10])[C:3]2[CH:4]=[CH:5][C:6]([F:9])=[CH:7][CH:8]=2)=[CH:12][CH:13]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 21403012α-(4-Fluorophenyl)-α-methyl-4-pyridinemethanol

Product 1

HCID 21403016HCID 21403016, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The starting material is prepared as follows: A mixture of 15 g of 4-(α-hydroxy-α-methyl-4-fluorobenzyl)- pyridine, 8.2 ml of benzyl bromide and 100 ml of acetonitrile is refluxed overnight. The solvent is evaporated and the residue recrystallized from isopropanol-diethyl ether, to yield the desired 1-benzyl-4-(α-hydroxy-α-methyl-4-fluorobenzyl)-pyridinium bromide melting at 175° with decomposition.

Workup

  1. customThe starting material is prepared
  2. temperatureis refluxed overnight
  3. customThe solvent is evaporated
  4. customthe residue recrystallized from isopropanol-diethyl ether

Sources & evidence

ORD record
ord-27ce7d95d84c46169c0cf62b5d8df5de
Source dataset
uspto-grants-1977_10
Patent number
US04054570

Reaction notes

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