HCID 15336967, compound → 1,4-Dioxaspiro[4.5]decan-8-amine

HRID 1280557Notes

Reaction equation

HRID 1280557 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=[N:11]O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[H][H]>C(O)C.[Ni]>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([NH2:11])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 15336967HCID 15336967, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 146343151,4-Dioxaspiro[4.5]decan-8-amineYield 91.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent2×

Procedure

To a solution of 1,4-dioxaspiro[4.5]decan-8-one oxime (68 g, 400 mmol) in ethanol (200 mL) was added Raney Nickel as a suspension in ethanol (52 mL). The resulting mixture was shaken at 50 psi of hydrogen for 18 hours. The reaction was filtered and concentrated in vacuo to give 57.5g of 1,4-dioxaspiro[4.5]dec-8-ylamine.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a718896bbf25423291f203569aedbe5f
Source dataset
uspto-grants-2002_09
Patent number
US06451804B1

Reaction notes

Loading…