HCID 17940770, compound → HCID 17940764, compound

HRID 2251934Notes

Reaction equation

HRID 2251934 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[CH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][Br:16])=[CH:4][CH:3]=1.[H][H]>C(O)C.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:17]2[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][Br:16])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 17940770HCID 17940770, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 17940764HCID 17940764, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

9.7 g (25.5 mmol) 8,8-bis-(4-fluorophenyl)-oct-7-enyl bromide are dissolved in 350 ml ethanol and added to 0.5 g palladium (5%) on activated carbon. The mixture is stirred under hydrogen atmosphere (ca. one hour) until the theoretical amount of hydrogen to be taken up is consumed. Subsequently, the mixture is filtered off from a catalyst and the solvent is removed under vacuum. The residue is chromatographically purified over silica gel with petroleum ether/acetic acid ethyl ester (80/1 to 40/1)): Yield 8.6 g (89%).

Workup

  1. customto be taken up is consumed
  2. filtrationSubsequently, the mixture is filtered off from a catalyst
  3. customthe solvent is removed under vacuum
  4. customThe residue is chromatographically purified over silica gel with petroleum ether/acetic acid ethyl ester (80/1 to 40/1)): Yield 8.6 g (89%)

Sources & evidence

ORD record
ord-bce58674a3114039893427900201562f
Source dataset
uspto-grants-2008_01
Patent number
US07320993B1

Reaction notes

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