Sodium Sulfate → HCID 11736649, compound

HRID 412515Notes

Reaction equation

HRID 412515 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([CH:12]1[CH2:17][CH2:16][N:15]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=[CH:20][CH:19]=2)[CH2:14][CH2:13]1)=O)C.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[OH:9][CH2:10][CH:12]1[CH2:17][CH2:16][N:15]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=[CH:20][CH:19]=2)[CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 60064162HCID 60064162, compound

Product 1

HCID 11736649HCID 11736649, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of lithium aluminum hydride (267 mg) in tetrahydrofuran (10 ml) was added dropwise 1-(quinolin4-yl)piperidine-4-carboxylic acid ethyl ester (1 g) in tetrahydrofuran (10 ml) under nitrogen atmosphere and with ice-cooling, and the mixture was stirred at the same temperature for 2 hours. After completion of the reaction, aqueous sodium sulfate was added with ice-cooling and the mixture was filtered through celite. The solvent was evaporated and the obtained solid was washed with diisopropyl ether and dried under reduced pressure to give the title compound (750 mg).

Workup

  1. temperaturewith ice-cooling
  2. additionwas added with ice-
  3. temperaturecooling
  4. filtrationthe mixture was filtered through celite
  5. customThe solvent was evaporated
  6. washthe obtained solid was washed with diisopropyl ether
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-57d2ea027ca049c585a0da22d4e48d62
Source dataset
uspto-grants-2003_05
Patent number
US06562828B1

Reaction notes

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