Potassium Hydroxide → HCID 23361041, compound

HRID 232892Notes

Reaction equation

HRID 232892 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[CH3:11][N:12]1[CH2:17][C:16](=O)[NH:15][C:14]2([CH2:27][CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:19]2)[C:13]1=O.[OH-].[K+]>CCOCC>[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][C:14]2([CH2:27][CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:19]2)[CH2:13]1

Participants

6

Reactant 4

HCID 14797Potassium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 23361030HCID 23361030, compound

Product 1

HCID 23361041HCID 23361041, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a suspension of lithium aluminum hydride (114 mg, 3 mmol) and aluminum chloride (400 mg, 3 mmol) in ether (5 ml), a suspension of 1'-methylspiro[tetralin-2,3'-piperazine]-2',5'-dione (80 mg, 0.33 mmol) in ether (2 ml) was added, while the former was stirred under ice cooling conditions, followed by further stirring at room temperature for 10 minutes. After a 1N aqueous potassium hydroxide solution was added, the precipitate was filtered off. The filtrate was washed by sequential additions of a 1 N aqueous potassium hydroxide solution and chloroform. After the mother liquor was eluted with saturated saline, the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to yield the title compound (50 mg, 70%) as an oil.

Workup

  1. additionwas added
  2. stirringby further stirring at room temperature for 10 minutes
  3. filtrationthe precipitate was filtered off
  4. washThe filtrate was washed by sequential additions of a 1 N aqueous potassium hydroxide solution and chloroform
  5. washAfter the mother liquor was eluted with saturated saline
  6. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-6664de4d0f594402907c4e19aad889ba
Source dataset
uspto-grants-1997_01
Patent number
US05591849

Reaction notes

Loading…