Potassium Hydroxide → HCID 14580832, compound

HRID 1904984Notes

Reaction equation

HRID 1904984 reaction equation
[OH-].[K+].[CH2:3]1[O:11][C:10]2[CH:9]=[CH:8][C:7]([C:12]3([C:20]([F:23])([F:22])[F:21])[O:19][CH:13]3C(OCC)=O)=[CH:6][C:5]=2[O:4]1>C(O)C.O>[CH2:3]1[O:11][C:10]2[CH:9]=[CH:8][C:7]([CH:12]([C:20]([F:21])([F:22])[F:23])[CH:13]=[O:19])=[CH:6][C:5]=2[O:4]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20036609HCID 20036609, compound

Product 1

HCID 14580832HCID 14580832, compoundYield 42%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Into a solution of 9.5 g of potassium hydroxide in 80 ml of ethanol and 20 ml of water, 24.0 g of ethyl 3-(3,4-methylenedioxyphenyl)-2,3-epoxy-4,4,4-trifluorobutyrate was added with ice-cooling. The reaction solution was stirred at room temperature for 17 hours. Thereafter, the reaction solution was poured into ice water. The resulting solution was washed with diethyl ether and adjusted to pH 2 with 10% HCl and extracted twice with ethyl acetate. The ethyl acetate 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 7.7 g of the desired aldehyde (b.p. 121°-122° C./18 mmHg).

Workup

  1. temperaturecooling
  2. washThe resulting solution was washed with diethyl ether
  3. extractionextracted twice with ethyl acetate
  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-75fb02d2f6a849e18c3cdec25320fcb7
Source dataset
uspto-grants-1989_06
Patent number
US04840971

Reaction notes

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