Water → 9-Isopropyl-1-oxa-4,9-diaza-spiro[5.5]undecane

HRID 1830036Notes

Reaction equation

HRID 1830036 reaction equation
[CH:1]([N:4]1[CH2:15][CH2:14][C:7]2([O:12][CH2:11][C:10](=O)[NH:9][CH2:8]2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].[F-].[Na+].O>C1COCC1>[CH:1]([N:4]1[CH2:5][CH2:6][C:7]2([O:12][CH2:11][CH2:10][NH:9][CH2:8]2)[CH2:14][CH2:15]1)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 5235Sodium FluorideHCID 21226445Aluminium lithium hydrideHCID 22055662HCID 22055662, compound

Product 1

HCID 220554589-Isopropyl-1-oxa-4,9-diaza-spiro[5.5]undecane

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

9-Isopropyl-1-oxa-4,9-diaza-spiro[5.5]undecan-3-one was dissolved in THF and LiAlH4 (5 equivalents) was added. The reaction was heated at reflux for 4 hours and then cooled to room temperature. NaF (20 equivalents) and water (5 equivalents) were added and the reaction was stirred vigorously for 1 hour. The resulting precipitate was filtered away and the filtrate was concentrated to provide the title compound as a colorless oil. GC/MS (m/z) 198, Rt=12.57 minutes.

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 4 hours
  3. filtrationThe resulting precipitate was filtered away
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-64b3ed66652149adb991c8ae8834a9c1
Source dataset
uspto-grants-2006_06
Patent number
US07064215B2

Reaction notes

Loading…