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Triethylamine → N-[2-[bis(Phenylmethyl)amino]ethyl]-propanamide

HRID 728814
Notes
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Reaction equation

HRID 728814 reaction equation
[CH2:1]([N:8]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:9][CH2:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:26](Cl)(=[O:29])[CH2:27][CH3:28]>C1COCC1>[C:13]1([CH2:12][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9][CH2:10][NH:11][C:26](=[O:29])[CH2:27][CH3:28])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 6394114N1,N1-Dibenzylethane-1,2-diamine

Product 1

HCID 54327882N-[2-[bis(Phenylmethyl)amino]ethyl]-propanamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a chilled solution of 5.0 g (21 mmol) N,N-dibenzylethylenediamine and 30mL (21 mmol) triethylamine in 20 mL THF is added 1.8 mL (21 mmol) propionylchloride, dropwise. The temperature of the reaction mixture is maintained below 0° C. during addition. The reaction mixture is stirred for 30minutes at 0° C. After this time, the reaction mixture is filtered and the solvents are evaporated to give the product which can be purified via column chromatography.

Workup

  1. temperatureThe temperature of the reaction mixture is maintained below 0° C. during addition
  2. filtrationAfter this time, the reaction mixture is filtered
  3. customthe solvents are evaporated
  4. customto give the product which
  5. customcan be purified via column chromatography

Sources & evidence

ORD record
ord-6c796ddafef5454ba34e40ccd9db3930
Source dataset
uspto-grants-1991_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05051423

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes