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

HRID 1295718

Reaction equation

HRID 1295718 reaction equation
[CH2:1]([OH:6])[CH2:2][CH2:3][CH2:4][OH:5].CC([O-])(C)C.[K+].[F:13][C:14]1[CH:19]=[C:18]([F:20])[C:17]([F:21])=[CH:16][C:15]=1F.[Cl-].[Na+]>O.C1(C)C=CC=CC=1.CS(C)=O>[F:13][C:14]1[CH:19]=[C:18]([F:20])[C:17]([F:21])=[CH:16][C:15]=1[O:5][CH2:4][CH2:3][CH2:2][CH2:1][OH:6]

Participants

8

Reactant 4

HCID 5234Sodium ChlorideHCID 80641,4-ButanediolHCID 94741,2,4,5-TetrafluorobenzeneHCID 23665647Potassium tert-butoxide

Product 1

HCID 693646634-(2,4,5-Trifluoro-phenoxy)butan-1-ol

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

To a mixture of 1,4-butanediol (15 g, 0.17 mol) and t-BuOK (8.0 g, 0.071 mol) were added 1,2,4,5-tetrafluorobenzene (5.0 g, 33 mmol) 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 giving the title compound. This material was used directly in the next step.

Workup

  1. customThe layers were separated
  2. concentrationthe organic layer was concentrated in vacuo

Sources & evidence

ORD record
ord-663d6016ba36490f8673a3c4952bbb51
Source dataset
uspto-grants-2007_07
Patent number
US07244722B2

Linked notes

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