HCID 54474771, compound → HCID 19606231, compound

HRID 1603745Notes

Reaction equation

HRID 1603745 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][O:16]CC3C=CC=CC=3)[C:10]2=[O:24])=[CH:5][CH:4]=1>O1CCOCC1.[C].[Pd]>[F:26][C:2]([F:1])([F:25])[C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][OH:16])[C:10]2=[O:24])=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 54474771HCID 54474771, compound

Product 1

HCID 19606231HCID 19606231, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 38 g of α-{2-[1-(α,α,α-trifluoro-4-tolyl)-2-imidazolidinon-3-yl]ethoxy]toluene in 400 ml of 1,4-dioxane, 15 g of 7.5% palladium carbon were added, followed by stirring under a hydrogen gas stream at 50° C. and 30 atm for 15 hours. After the reaction mixture was filtered, the filtrate was concentrated under reduced pressure. Resulting crystals were collected by filtration and then washed with ether, whereby 16.4 g of the title compound were obtained (yield: 58%).

Workup

  1. filtrationAfter the reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customResulting crystals
  4. filtrationwere collected by filtration
  5. washwashed with ether

Sources & evidence

ORD record
ord-6d8d839ae9b34694823c48f8cc933b18
Source dataset
uspto-grants-1999_11
Patent number
US05990139

Reaction notes

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