[1-(4-Methoxyphenyl)-2,2,2-trifluoroethoxy]tris(diethylamino)phosphonium bromide → 1-(1-Bromo-2,2,2-trifluoroethyl)-4-methoxybenzene

HRID 1089586Notes

Reaction equation

HRID 1089586 reaction equation
[Br-:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10](O[P+](N(CC)CC)(N(CC)CC)N(CC)CC)[C:11]([F:14])([F:13])[F:12])=[CH:6][CH:5]=1>C(C(C)=O)C(C)C>[Br:1][CH:10]([C:7]1[CH:8]=[CH:9][C:4]([O:3][CH3:2])=[CH:5][CH:6]=1)[C:11]([F:14])([F:13])[F:12]

Participants

3

Reactant 1

HCID 22159562[1-(4-Methoxyphenyl)-2,2,2-trifluoroethoxy]tris(diethylamino)phosphonium bromide

Product 1

HCID 114485791-(1-Bromo-2,2,2-trifluoroethyl)-4-methoxybenzeneYield 83%

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

In a round-bottom flask equipped with reflux condenser, 53.2 g (0.1 mol) [1-(4-methoxyphenyl)-2,2,2-trifluoroethoxy]tris(diethylamino)phosphonium bromide (product from Example 5) were refluxed in 80 ml of methyl isobutyl ketone for 10 minutes. The subsequent distillation gave 22.2 g (83% of yield) of 1-(1-bromo-2,2,2-trifluoroethyl)-4-methoxybenzene (b.p. 108° to 110° C./8 mbar).

Workup

  1. customIn a round-bottom flask equipped
  2. temperaturewith reflux condenser
  3. distillationThe subsequent distillation

Sources & evidence

ORD record
ord-7ef2f70a628f474d8390678d92d7fb1b
Source dataset
uspto-grants-1990_10
Patent number
US04966987

Reaction notes

Loading…