Aluminium lithium hydride → 3-(3-methoxy-phenyl)-N,N,2-trimethyl pentylamine

HRID 533681Notes

Reaction equation

HRID 533681 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]([CH3:24])[C:9](=O)[CH:10]([CH3:22])[CH:11]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1)[CH2:12][CH3:13]>CCOCC>[CH3:21][O:20][C:16]1[CH:15]=[C:14]([CH:11]([CH2:12][CH3:13])[CH:10]([CH3:22])[CH2:9][N:8]([CH3:24])[CH3:7])[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 67306944Benzenepropanamide, beta-ethyl-3-methoxy-N,N,alpha-trimethyl-

Product 1

HCID 223770203-(3-methoxy-phenyl)-N,N,2-trimethyl pentylamineYield 85%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The steps are: add anhydrous ether into a reaction flask, and add lithium aluminum hydride under the condition of ice bath; dip compound 7, control the temperature within 10, after the dipping detect the reaction process by TLC; after the reaction is ended, pour the reaction liquid in the ice water slowly, separate the ether layer out, rinse by water, perform drying, and recycle the solvent by decompression to obtain a light yellow liquid, 3-(3-methoxy-phenyl)-N,N,2-trimethyl pentylamine. Yield: 85%.

Workup

  1. additionpour
  2. customseparate the ether layer out,
  3. washrinse by water
  4. customperform drying

Sources & evidence

ORD record
ord-674a2d66e96a4881858494af3ccc1fb6
Source dataset
uspto-grants-2014_10
Patent number
US08853393B2

Reaction notes

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