Acetic Acid → HCID 15671040, compound

HRID 1598996Notes

Reaction equation

HRID 1598996 reaction equation
C([N:8]1[CH2:19][CH2:18][C:11]2([O:15][C:14](=[O:16])[NH:13][C:12]2=[O:17])[CH2:10][CH2:9]1)C1C=CC=CC=1.C(O)(=O)C.Cl>[Pd].O>[O:15]1[C:11]2([CH2:18][CH2:19][NH:8][CH2:9][CH2:10]2)[C:12](=[O:17])[NH:13][C:14]1=[O:16]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 12343428HCID 12343428, compound

Product 1

HCID 15671040HCID 15671040, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A mixture of 8-benzyl-3,8-diaza-1-oxaspiro[4.5]decane-2,4-dione (1.1 g, 4.2 mmol), 10% palladium on carbon (330 mg), acetic acid 10 mL, concentrated hydrochloric acid (2 mL) and water (20 mL) was hydrogenated approximately 12 hours at 15 psi of pressure. The mixture was filtered and concentrated and the residue was crystallized from isopropanol to give 3,8-diaza-1-oxaspiro[4.5]decane-2,4-dione (0.6 g, 2.9 mmol).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customthe residue was crystallized from isopropanol

Sources & evidence

ORD record
ord-30e0ab51d3314f618a140faedd5b1df2
Source dataset
uspto-grants-1998_04
Patent number
US05739336

Reaction notes

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