8-Benzylidene-1,4-dioxaspiro[4.5]decane → 8-Benzyl-1,4-dioxaspiro[4.5]decane

HRID 840613Notes

Reaction equation

HRID 840613 reaction equation
[CH:1](=[C:8]1[CH2:17][CH2:16][C:11]2([O:15][CH2:14][CH2:13][O:12]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[Pd].C(O)C>[CH2:1]([CH:8]1[CH2:17][CH2:16][C:11]2([O:15][CH2:14][CH2:13][O:12]2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 154177378-Benzylidene-1,4-dioxaspiro[4.5]decaneHCID 178418361HCID 178418361, compound

Product 1

HCID 107282938-Benzyl-1,4-dioxaspiro[4.5]decaneYield 99.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 28 g of 8-benzylidene-1,4-dioxa-spiro[4.5]decane and 1 g of 5% palladium on carbon in 250 mL of ethanol was allowed to stir overnight under 1 atm of hydrogen. The catalyst was filtered off and the solution concentrated to give 28 g of 8-benzyl-1,4-dioxa-spiro[4.5]decane as an oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe solution concentrated

Sources & evidence

ORD record
ord-b5c5271a6951410eaf5671d1030a54fd
Source dataset
uspto-grants-2002_04
Patent number
US06369076B1

Reaction notes

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