Sodium Sulfate → HCID 23024532, compound

HRID 1786167Notes

Reaction equation

HRID 1786167 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([CH2:9][C:10]1([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:14][CH2:13][CH2:12][CH2:11]1)#[N:8].S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)C>[NH2:8][CH2:7][CH2:9][C:10]1([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:19])[CH3:21])[CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 24436Sodium Sulfate2×HCID 21226445Aluminium lithium hydrideHCID 23024534HCID 23024534, compound

Product 1

HCID 23024532HCID 23024532, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Conditions

Temperature
0 °C

Procedure

To a suspension of 8.48 g (223.63 mmol) of lithium aluminum hydride in 687 ml of diethyl ether at 0° C. was added dropwise 16.7 g (74.54 mmol) of tert-butyl 1-(cyanomethyl)cyclopentylcarbamate dissolved in 344 ml of diethyl ether. The resulting mixture was stirred at 0° C. under nitrogen atmosphere for 1 h. The reaction mixture was diluted with 100 ml of diethyl ether at 0° C. and treated with excess of a saturated aqueous solution of sodium sulfate. Further solid sodium sulfate was added and the organic phase was filtered to remove salts. The solvent was evaporated to dryness to give 13.83 g of product as an oil.

Workup

  1. filtrationthe organic phase was filtered
  2. customto remove salts
  3. customThe solvent was evaporated to dryness

Sources & evidence

ORD record
ord-a66a4fb583f5418db97171546addd0fa
Source dataset
uspto-grants-2009_03
Patent number
US07507743B2

Reaction notes

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