Triphenylphosphine → HCID 18786094, compound

HRID 1107846Notes

Reaction equation

HRID 1107846 reaction equation
[N+:1]([C:4]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:5]=1[CH2:6][Br:7])([O-:3])=[O:2].[C:13]1([P:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CCOC(C)=O>[Br-:7].[F:12][C:10]1[CH:9]=[CH:8][C:5]([CH2:6][P+:19]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[C:4]([N+:1]([O-:3])=[O:2])[CH:11]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 127613791-(Bromomethyl)-4-fluoro-2-nitrobenzene

Product 1

HCID 18786094HCID 18786094, compoundYield 70,520.703%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 117 g (0.5 mol) of 2-nitro-4-fluorobenzyl bromide and 131 g (0.5 mmol) of triphenylphosphine in 2 L of EtOAc was heated under reflux for 3 h. The mixture was cooled and the solid collected to give 175 g (70%) of [(4-fluoro-2-nitrophenyl)methyl]triphenylphosphonium bromide: 1H NMR (CDCl3) δ 8.2 (m, 1H); 7.8-7.5 (m, 16H); 7.4 (m, 1H); 6.1 (d, 2H). ##STR16##

Workup

  1. temperatureunder reflux for 3 h
  2. temperatureThe mixture was cooled
  3. customthe solid collected

Sources & evidence

ORD record
ord-f5b3d6bf373243689c94cc0e56e2b82f
Source dataset
uspto-grants-2000_05
Patent number
US06063803

Reaction notes

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