Aniline → N-(3-Methoxybenzylidene)aniline

HRID 980932Notes

Reaction equation

HRID 980932 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=O.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CCOCC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[N:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 115693-Methoxybenzaldehyde

Product 1

HCID 555084N-(3-Methoxybenzylidene)aniline

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 85.4 gm. of 3-methoxybenzaldhyde, 58.7 gm. of aniline, and 185 gm. of 3 A molecular sieves in 700 ml. of anhydrous ether was refluxed for 16 hours. The ether was dried (Na2SO4), filtered, and concentrated in vacuo to an oil which upon distillation provided 93.2 gm of oil. b.p. 141°-143°/0.5 Torr.

Workup

  1. dry with materialThe ether was dried (Na2SO4)
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo to an oil which upon distillation

Sources & evidence

ORD record
ord-24c0ff093acc40d781e7693b1e021bed
Source dataset
uspto-grants-1987_01
Patent number
US04639529

Reaction notes

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