Sodium Chloride → 3-(2,4,5-Trifluoro-phenoxy)propan-1-ol

HRID 1295720

Reaction equation

HRID 1295720 reaction equation
[CH2:1]([OH:5])[CH2:2][CH2:3][OH:4].CC([O-])(C)C.[K+].[F:12][C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[CH:15][C:14]=1F.[Cl-].[Na+]>O.C1(C)C=CC=CC=1.CS(C)=O>[F:12][C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[CH:15][C:14]=1[O:4][CH2:3][CH2:2][CH2:1][OH:5]

Participants

8

Reactant 4

HCID 5234Sodium ChlorideHCID 94741,2,4,5-TetrafluorobenzeneHCID 104421,3-PropanediolHCID 23665647Potassium tert-butoxide

Product 1

HCID 693656313-(2,4,5-Trifluoro-phenoxy)propan-1-ol

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

To a mixture of 1,3-propanediol (15 g, 0.20 mol) and t-BuOK (8.0 g, 0.071 mol) were added 1,2,4,5-tetrafluorobenzene (5.0 g, 33 mol) and DMSO (50 g) at 60° C. After being stirred at this temperature for 18 h, toluene (200 mL), water (50 mL) and sodium chloride (10 g) were added to the reaction mixture. The layers were separated and the organic layer was concentrated in vacuo to the title compound that was used directly in the next step.

Workup

  1. customThe layers were separated
  2. concentrationthe organic layer was concentrated in vacuo to the title compound that

Sources & evidence

ORD record
ord-04fab01c7dfb40d0b7ee845903b92f4c
Source dataset
uspto-grants-2007_07
Patent number
US07244722B2

Linked notes

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