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Benzylamine → N,N-Dimethyl-3-[2-[[(phenylmethyl)imino]methyl]phenoxy]propanamine

HRID 26959
Notes
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Reaction equation

HRID 26959 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=O.[CH2:16]([NH2:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=[N:23][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 29959682-[3-(Dimethylamino)propoxy]benzaldehyde

Product 1

HCID 20394039N,N-Dimethyl-3-[2-[[(phenylmethyl)imino]methyl]phenoxy]propanamine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 20.0 g of 2-(3-dimethylaminopropoxy)benzaldehyde and 10.3 g of benzylamine in 100 ml of toluene is heated at reflux for one hour in a procedure described for Example 1. The yield of product is 22.1 g, boiling point 175°-178° C./0.05 mm of Hg.

Workup

  1. temperatureat reflux for one hour in a procedure

Sources & evidence

ORD record
ord-ce01b1008777421d83a521ae90788bf0
Source dataset
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04151354

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes