HCID 54287504, compound → HCID 19754814, compound

HRID 1588890Notes

Reaction equation

HRID 1588890 reaction equation
[CH:1]1([CH:4]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[CH:5]=[CH:6][CH:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:10]=2)[CH3:8])[CH2:3][CH2:2]1>C(O)C.[Pd]>[CH:1]1([CH:4]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[CH2:5][CH2:6][CH:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([O:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:10]=2)[CH3:8])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 54287504HCID 54287504, compound

Product 1

HCID 19754814HCID 19754814, compoundYield 97.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Using a Parr hydrogenation apparatus, 0.23 gram (0.0005 mole) of 1-cyclopropyl-1-(4-chlorophenyl)-4-(4-fluoro-3-phenoxyphenyl)-2-pentene was hydrogenated in 50 ml of ethanol in the presence of 10% palladium on charcoal. Upon completion of the uptake of the theoretical amount of hydrogen, the reaction mixture was filtered. The filtrate was concentrated under reduced pressure, yielding 0.2 gram of 1-cyclopropyl-1-(4-chlorophenyl)-4-(4-fluoro-3-phenoxyphenyl)pentane. The nmr spectrum was consistent with the proposed structure.

Workup

  1. filtrationUpon completion of the uptake of the theoretical amount of hydrogen, the reaction mixture was filtered
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-34a633fefdc44f2392356e03c4714ee8
Source dataset
uspto-grants-1993_06
Patent number
US05223536

Reaction notes

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