Sodium Hydroxide → HCID 19045621, compound

HRID 1781513Notes

Reaction equation

HRID 1781513 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:28](=[CH:29][C:30]=1[O:31][CH3:32])[CH2:27][C:18]1([C:23](=O)[N:22]([CH3:25])[CH2:21][C:20](=O)[NH:19]1)[CH2:17][CH2:16]2.[OH-].[Na+]>CCOCC>[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:28](=[CH:29][C:30]=1[O:31][CH3:32])[CH2:27][C:18]1([CH2:23][N:22]([CH3:25])[CH2:21][CH2:20][NH:19]1)[CH2:17][CH2:16]2

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 19045814HCID 19045814, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19045621HCID 19045621, compoundYield 95%

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 (4 ml) was added the suspension of 3,4-dihydro-6,7-dimethoxy-4'-methylspiro[naphthalene-2(1H),2'-piperazine]-3',6'-dione (50 mg, 0.16 mmol) in ether (2 ml). The reaction mixture was stirred at ambient temperature for 45 min and treated with 1N sodium hydroxide. The precipitate was filtered and washed with 1N sodium hydroxide and chloroform. The filtrate was washed with sat. sodium chloride, dried, and concentrated to give the titled compound (42 mg, 86%). A portion was dissolved in ethyl acetate and treated with 4N hydrochloric acid in ethyl acetate. Concentration under reduced pressure followed by addition of isopropylether gave a powder.

Workup

  1. additionwas added
  2. filtrationThe precipitate was filtered
  3. washwashed with 1N sodium hydroxide and chloroform
  4. washThe filtrate was washed with sat. sodium chloride
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-de27506f180e47a2ad3ca470cfd3bc5a
Source dataset
uspto-grants-1997_05
Patent number
US05633248

Reaction notes

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