Aluminium lithium hydride → 2-(Morpholin-4-yl)-1-phenylethan-1-amine

HRID 645494Notes

Reaction equation

HRID 645494 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[NH2:7][CH:8]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:9]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)=O>C1COCC1>[N:11]1([CH2:9][CH:8]([NH2:7])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 247019572-Amino-1-(morpholin-4-yl)-2-phenylethan-1-one

Product 1

HCID 28144622-(Morpholin-4-yl)-1-phenylethan-1-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirred suspension of LAH (6.1 mmol) in THF (25 mL) is added dropwise a solution of 2-amino-1-morpholin-4-yl-2-phenylethanone (670 mmol) in THF (5 mL) at 0° C. The reaction mixture is refluxed for 2 hr, and then the reaction is quenched by the addition of Na2SO4-10H2O at 0° C. After stirring at room temperature for 0.5 h, the resulting mixture is filtered through celite, and the filtrate is concentrated in vacuo to give the title compound, which is directly used for the next reaction without further purification.

Workup

  1. temperatureThe reaction mixture is refluxed for 2 hr
  2. customthe reaction is quenched by the addition of Na2SO4-10H2O at 0° C
  3. filtrationthe resulting mixture is filtered through celite
  4. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-b9c16faaa6f04945b531ba909df66c3b
Source dataset
uspto-grants-2010_04
Patent number
US07704996B2

Reaction notes

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