HCID 178418361, compound → HCID 178505682, compound

HRID 484283Notes

Reaction equation

HRID 484283 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][CH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([C@H:14]2[CH2:19][CH2:18][C@H:17]([CH:20]=[CH:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[CH2:16][CH2:15]2)[CH2:10][CH2:9]1.[H][H]>C1(C)C=CC=CC=1.C(O)C.[Pd]>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][CH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([C@H:14]2[CH2:15][CH2:16][C@H:17]([CH2:20][CH2:21][C:22]3[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=3)[CH2:18][CH2:19]2)[CH2:10][CH2:9]1

Participants

6

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178505681HCID 178505681, compound

Product 1

HCID 178505682HCID 178505682, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 1140TolueneSolvent

Procedure

A solution of 1 g of β-[trans-4-[trans-4-(2-(1,3-dioxolan-2-yl)ethyl)cyclohexyl]cyclohexyl]-4-fluorostyrene in 10 ml of toluene and 5 ml of ethanol is hydrogenated with 500 mg of 5 percent palladium-charcoal at room temperature and normal pressure until the hydrogen uptake comes to a standstill. The black suspension is subsequently filtered. Evaporation of the filtrate gives 1-[2-[trans-4-[trans-4-(2-(1,3-dioxolan-2-yl)ethyl)cyclohexyl]cyclohexyl]ethyl]-4-fluorobenzene.

Workup

  1. filtrationThe black suspension is subsequently filtered
  2. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-f1000c87655d4d289d02f0068d5e5b5b
Source dataset
uspto-grants-1993_07
Patent number
US05230826

Reaction notes

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