8-(3-Fluorophenyl)-1,4-dioxaspiro[4.5]dec-7-ene → 8-(3-Fluorophenyl)-1,4-dioxaspiro[4.5]decane

HRID 1106375Notes

Reaction equation

HRID 1106375 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:17][CH2:16][C:11]3([O:15][CH2:14][CH2:13][O:12]3)[CH2:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1>C1COCC1.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:17][CH2:16][C:11]3([O:12][CH2:13][CH2:14][O:15]3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 187879328-(3-Fluorophenyl)-1,4-dioxaspiro[4.5]dec-7-ene

Product 1

HCID 187879268-(3-Fluorophenyl)-1,4-dioxaspiro[4.5]decane

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

306.3 g of 8-(3-fluorophenyl)-1,4-dioxaspiro[4.5]dec-7-ene were dissolved in 3 l of THF, and 30 g of 5% Pd/C were added. The mixture was then hydrogenated at atmospheric pressure. The resultant solution was filtered and evaporated to a residue. The residue was recrystallized twice from 200 ml of hexane at -60° C., giving 8-(3-fluorophenyl)-1,4-dioxaspiro[4.5]decane.

Workup

  1. filtrationThe resultant solution was filtered
  2. customevaporated to a residue
  3. customThe residue was recrystallized twice from 200 ml of hexane at -60° C.

Sources & evidence

ORD record
ord-ce8188fdc4a44c5789d1e380baaf7089
Source dataset
uspto-grants-2000_05
Patent number
US06057006

Reaction notes

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