HCID 23206558, compound → HCID 23206535, compound

HRID 1289426Notes

Reaction equation

HRID 1289426 reaction equation
[CH2:1]([O:3][P:4]([CH:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19]([F:22])([F:21])[F:20])[CH:15]=2)[N:10]1C(OCC(Cl)(Cl)Cl)=O)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>CO.[Zn]>[CH2:6]([O:5][P:4]([CH:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19]([F:20])([F:21])[F:22])[CH:15]=2)[NH:10]1)(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

Participants

4

Reactant 1

HCID 23206558HCID 23206558, compound

Product 1

HCID 23206535HCID 23206535, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 887MethanolSolvent

Conditions

Temperature
90 °C

Procedure

15.4 g of 1-(2,2,2-trichloroethoxycarbonyl)-6-trifluoromethyl-1,2,3,4-tetrahydroquinoline-2-phosphonic acid diethyl ester is dissolved in 400 ml of methanol, mixed with 7.2 g of zinc powder and stirred under nitrogen for 1.5 hours at 90° C. It is filtered on diatomaceous earth and the filtrate is concentrated by evaporation. The crude product is purified by column chromatography and recrystallized from isopropyl ether.

Workup

  1. filtrationIt is filtered on diatomaceous earth
  2. concentrationthe filtrate is concentrated by evaporation
  3. customThe crude product is purified by column chromatography
  4. customrecrystallized from isopropyl ether

Sources & evidence

ORD record
ord-285dce98428d439d8159351dd7b02540
Source dataset
uspto-grants-1998_05
Patent number
US05750526

Reaction notes

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