Potassium Hydroxide → HCID 14580833, compound

HRID 1904987Notes

Reaction equation

HRID 1904987 reaction equation
[OH-].[K+].[CH3:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:18]([F:21])([F:20])[F:19])[O:17][CH:11]2C(OCC)=O)=[CH:6][CH:5]=1>C(O)C.O>[CH3:3][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([C:18]([F:19])([F:20])[F:21])[CH:11]=[O:17])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20036605HCID 20036605, compound

Product 1

HCID 14580833HCID 14580833, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Into a solution of 4.8 g of potassium hydroxide in 20 ml of ethanol and 5 ml of water, 8.0 g or ethyl 3-(4-methylphenyl)-2,3-epoxy-4,4,4-trifluorobutyrate was added with ice-cooling. The reaction solution was stirred at room temperature for 3 hours. Thereafter, the reaction solution was poured into ice water. The resulting solution was washed with diethyl ether and adjusted to pH 3 with 10% HCl and extracted twice with diethyl ether. The ether layers were combined and washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under a reduced pressure and the residue was subjected to distillation under a reduced pressure by heating in an oil bath (140°-160° C.) to obtain 3.0 g of the desired aldehyde (b.p. 110°-120° C./110-120 mmHg).

Workup

  1. temperaturecooling
  2. washThe resulting solution was washed with diethyl ether
  3. extractionextracted twice with diethyl ether
  4. washwashed with saturated sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed under a reduced pressure
  7. distillationthe residue was subjected to distillation under a reduced pressure
  8. temperatureby heating in an oil bath (140°-160° C.)

Sources & evidence

ORD record
ord-0dc670ca798d4d62937572b6d69b29d5
Source dataset
uspto-grants-1989_06
Patent number
US04840971

Reaction notes

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