1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 53872177, compound

HRID 963545Notes

Reaction equation

HRID 963545 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]([CH2:11][CH2:12][CH2:13][C:14](Cl)([F:16])[F:15])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].N12CCCN=C1CCCCC2>C1(C)C=CC=CC=1>[CH2:9]([O:8][C:6](=[O:7])[CH:5]([CH2:11][CH2:12][CH:13]=[C:14]([F:16])[F:15])[C:4]([O:3][CH2:1][CH3:2])=[O:18])[CH3:10]

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 53785449HCID 53785449, compound

Product 1

HCID 53872177HCID 53872177, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

150 g of 2-(4-chloro-4,4-difluoro-but-1-yl)malonic acid diethyl ester, 160 g of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and 250 ml of toluene are stirred for 15 hours at reflux temperature. After cooling, 200 ml of toluene are added and the reaction mixture is washed with 500 ml of water and then with 500 ml of 2N NaCl solution, dried over sodium sulfate and the solvent is evaporated off. The residue is distilled at 65° and 0.052 mbar. The title product is obtained in the form of a colourless oil.

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. washthe reaction mixture is washed with 500 ml of water
  4. dry with materialwith 500 ml of 2N NaCl solution, dried over sodium sulfate
  5. customthe solvent is evaporated off
  6. distillationThe residue is distilled at 65°

Sources & evidence

ORD record
ord-82deb2c1d23a4593b963b7ddd00828fe
Source dataset
uspto-grants-1998_06
Patent number
US05763481

Reaction notes

Loading…