Acetone → HCID 58244293, compound

HRID 888891Notes

Reaction equation

HRID 888891 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].Cl[C:13](Cl)(Cl)[C:14]([CH3:17])(O)[CH3:15].[OH2:20].[Na].CC(C)=[O:24]>>[CH3:15][C:14]([O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:2]([F:10])([F:11])[F:1])([CH3:17])[C:13]([OH:24])=[O:20]

Participants

5

Reactant 4

HCID 180AcetoneHCID 5977ChlorobutanolHCID 679582-TrifluoromethylphenolHCID 71353970Sodium monohydrate

Product 1

HCID 58244293HCID 58244293, compoundYield 27.2%

Procedure

A solution of 2-(trifluoromethyl)phenol (3.20 g, 20.0 mmol) in acetone (20 mL) was added with 1,1,1-trichloro-2-methyl-2-propanol 0.5 hydrate (7.82 g, 40.0 mmol) and sodium hydrate (3.20 g, 80.0 mmol) at 0° C., and the resultant was stirred at room temperature for 20 hours. The reaction solution was concentrated in vacuo, added with water, and washed with diethylether. The aqueous layer was neutralized with concentrated hydrochloric acid, and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo, and 2-methyl-2-[2-(trifluoromethyl)phenoxy]propionic acid (1.35 g, 27.2%) was obtained as a white amorphous solid.

Workup

  1. concentrationThe reaction solution was concentrated in vacuo
  2. additionadded with water
  3. washwashed with diethylether
  4. extractionextracted with chloroform
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d5e7b499c1d3489d97c6ad0e1ae7d14f
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

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