Water → HCID 66657862, compound

HRID 420573Notes

Reaction equation

HRID 420573 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]([CH3:14])[NH:11][CH:10]([CH3:15])[C:9]1=C=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+].C1C[O:30][CH2:29][CH2:28]1>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]([CH3:15])[N:11]([CH2:28][CH2:29][OH:30])[CH:12]([CH3:14])[CH2:13]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

6

Reactant 5

HCID 962WaterHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86636114HCID 86636114, compound

Product 1

HCID 66657862HCID 66657862, compoundYield 90%

Conditions

Temperature
0 °C

Procedure

3,5-Dimethyl carbonyl piperazine-1-carboxylic acid t-butyl ester derived from the above reaction was dissolved in THF (300 mL) and lithium aluminium hydride (3.31 g) was added thereto under ice-cooling. After stirring at 0° C. for 1 hour, water and 2N aqueous sodium hydroxide solution was sequentially added. After filtration of the insoluble material, the filtrate was concentrated under reduced pressure to give the title compound (20.3 g). Yield: 90%.

Workup

  1. temperatureunder ice-cooling
  2. filtrationAfter filtration of the insoluble material
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1d9c231edcb84437b32c7aeeed10e511
Source dataset
uspto-grants-2012_01
Patent number
US08097610B2

Reaction notes

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