Sodium ethoxide → HCID 70291081, compound

HRID 1421105Notes

Reaction equation

HRID 1421105 reaction equation
[CH3:1][C:2]([CH3:16])([CH:9](Cl)[CH2:10][C:11](Cl)(Cl)[CH3:12])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[O-]CC.[Na+]>C(O)C>[C:10]([C@H:9]1[C@H:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:2]1([CH3:16])[CH3:1])#[C:11][CH3:12]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 11087515Heptanoic acid, 4,6,6-trichloro-3,3-dimethyl-, ethyl ester

Product 1

HCID 70291081HCID 70291081, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hereinafter, the present invention is explained in more detail below referring to production example and reference examples but the present invention should not be limited in the following examples. Example 1 (preparation example of the present compound) A mixture solution of 27.5 g of ethyl 3,3-dimethyl-4,6,6-trichloroheptanoate and 204 g of a 20% ethanol solution of sodium ethoxide was stirred under reflux for 48 hours. The reaction solution was poured into ice and extracted with 500 ml of ethyl acetate 3 times. The combined extract was washed with 500 ml of water twice, dried over anhydrous sodium sulfate, concentrated under reduced pressure and the residue was distilled under reduced pressure to afford 11.6 g of ethyl trans-3-(1-propynyl)-2,2-dimethylcyclopropanecarboxylate (yield: 64%).

Workup

  1. temperatureunder reflux for 48 hours
  2. additionThe reaction solution was poured into ice
  3. extractionextracted with 500 ml of ethyl acetate 3 times
  4. extractionThe combined extract
  5. washwas washed with 500 ml of water twice
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-9afcc6efe9c64a89833e280a4315044e
Source dataset
uspto-grants-2000_06
Patent number
US06072074

Reaction notes

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