Sodium Hydroxide → HCID 22393817, compound

HRID 1071667Notes

Reaction equation

HRID 1071667 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([C:9]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([CH:34]([CH3:36])[CH3:35])[CH2:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[CH:15]([C:29](OCC)=[O:30])[CH2:14]1)#[N:8].[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>O.C(OCC)C>[C:7]([C:9]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([CH:34]([CH3:35])[CH3:36])[CH2:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][O:21][C:22]2[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=2)[CH:15]([CH2:29][OH:30])[CH2:14]1)#[N:8]

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 21226445Aluminium lithium hydrideHCID 22393715HCID 22393715, compound

Product 1

HCID 22393817HCID 22393817, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent2×

Procedure

Into a diethyl ether solution (5.0 ml) of lithium aluminum hydride (20 mg) was added dropwise a diethyl ether solution (3.0 ml) of 213 mg of ethyl 4-(4-cyano-5-methyl-4-phenylhexyl)-1-[2-(4-fluorophenoxy)ethyl]-2-piperazinecarboxylate under ice-cooling. After stirring under ice-cooling for one hour, water (0.1 ml), a 1N aqueous sodium hydroxide (0.1 ml) and water (0.2 ml) were successively added to the reaction solution. Anhydrous magnesium sulfate was added to the reaction solution, and the unnecessary product was filtered. The solvent was evaporated, to give the title compound (194 mg).

Workup

  1. temperaturecooling
  2. temperaturecooling for one hour
  3. filtrationthe unnecessary product was filtered
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-0040b7af8a8741af9cbba0c12ed1a030
Source dataset
uspto-grants-2005_06
Patent number
US06906072B1

Reaction notes

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