Water → HCID 10537561, compound

HRID 1683890Notes

Reaction equation

HRID 1683890 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([N:11]([CH2:16][CH2:17][CH3:18])[C:12](=O)[CH2:13][CH3:14])[CH2:5]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C(OCC)C>[CH2:16]([N:11]([CH2:12][CH2:13][CH3:14])[CH:6]1[CH2:5][C:4]2[C:8](=[CH:9][CH:10]=[C:2]([NH2:1])[CH:3]=2)[CH2:7]1)[CH2:17][CH3:18]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 10824347HCID 10824347, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 10537561HCID 10537561, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of N-(5-amino-indan-2-yl)-N-propylpropionamide (2.6 g, 10.5 mmol) in dry diethyl ether (50 mL) was added to a slurry of lithiumaluminum hydride (1.0 g, 26 mmol) in diethyl ether (150 mL) at ambient temperature. After stirring for 1.5 hours water (1.0 mL) followed by 15% sodium hydroxide (1.0 mL) and water (3.0 mL). After stirring for 10 minutes, the inorganic material was filtered off and the resulting solution was evaporated to yield 2.2 g (90%) of the desired product as an oil.:

Workup

  1. filtrationthe inorganic material was filtered off
  2. customthe resulting solution was evaporated

Sources & evidence

ORD record
ord-f9bb0fcfcd424b2c9f5b30f266667176
Source dataset
uspto-grants-1997_06
Patent number
US05639778

Reaction notes

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