Potassium Hydroxide → HCID 20392583, compound

HRID 1863293Notes

Reaction equation

HRID 1863293 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([O:19]C)=[O:18])=[CH:12][CH:11]=2)[CH:4]=1.[OH-].[K+]>O>[F:1][C:2]([F:21])([F:22])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([OH:19])=[O:18])=[CH:12][CH:11]=2)[CH:4]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 12531836HCID 12531836, compound

Product 1

HCID 20392583HCID 20392583, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 12.40 g of methyl [p-(α,α,α-trifluoro-m-tolyloxy)phenyl]acetate, 30 ml of 20% KOH and 10 ml of water is refluxed overnight. After dilution with 250 ml of water, the clear orange solution is acidified and extracted with two 50 ml portions of chloroform. The combined organic extracts are washed with two 50 ml portions of water, saturated brine, and dried over MgSO4. Evaporation of the solvent affords white crystals, mp 61°-63° C. (from petroleum ether). Recrystallization from petroleum ether affords colorless blades, mp 61°-62.5° C.

Workup

  1. temperatureis refluxed overnight
  2. extractionextracted with two 50 ml portions of chloroform
  3. washThe combined organic extracts are washed with two 50 ml portions of water, saturated brine
  4. dry with materialdried over MgSO4
  5. customEvaporation of the solvent
  6. customaffords white crystals, mp 61°-63° C. (from petroleum ether)
  7. customRecrystallization from petroleum ether
  8. customaffords colorless blades, mp 61°-62.5° C.

Sources & evidence

ORD record
ord-6a207e7a933c4b9abc43eb52d7356f5a
Source dataset
uspto-grants-1979_09
Patent number
US04168385

Reaction notes

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