7-Methyl 8-(phenylmethyl) 1,4-dioxa-8-azaspiro[4.5]decane-7,8-dicarboxylate → Methyl 1,4-dioxa-8-azaspiro[4.5]decane-7-carboxylate

HRID 1196506Notes

Reaction equation

HRID 1196506 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][N:8](C(OCC3C=CC=CC=3)=O)[CH:7]([C:21]([O:23][CH3:24])=[O:22])[CH2:6]2)[O:4][CH2:3][CH2:2]1>C(OCC)(=O)C.[Pd]>[O:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH:7]([C:21]([O:23][CH3:24])=[O:22])[CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 151232447-Methyl 8-(phenylmethyl) 1,4-dioxa-8-azaspiro[4.5]decane-7,8-dicarboxylate

Product 1

HCID 15123245Methyl 1,4-dioxa-8-azaspiro[4.5]decane-7-carboxylateYield 90.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of the product of stage (iii) (5.50 g) in ethyl acetate (60 ml) was hydrogenated over 10% palladium on carbon (0.50 g) for 4 h. The catalyst was filtered off and the filtrate evaporated in vacuo to give the title compound as an oil (3.0 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-df3bab4c001e4d309861dc12845f9a9e
Source dataset
uspto-grants-1992_05
Patent number
US05114945

Reaction notes

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