4-Methoxybenzaldehyde → HCID 178497921, compound

HRID 2205167Notes

Reaction equation

HRID 2205167 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[NH2:11][C:12]1[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([O:17][CH3:18])=[O:16]>CO>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6](/[CH:7]=[N:11]/[C:12]2[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=2)[C:15]([O:17][CH3:18])=[O:16])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 78274Benzoic acid, 3-amino-, methyl ester

Product 1

HCID 178497921HCID 178497921, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Methoxybenzaldehyde (2.72 g, 19.98 mmol, 1.00 equiv), methyl 3-aminobenzoate (3 g, 19.85 mmol, 1.00 equiv), and methanol (30 mL) were placed in a 50-mL round-bottom flask and allowed to react, with stirring, at room temperature overnight. The resulting solids were collected by filtration and dried in an oven under reduced pressure, yielding 3 g (56%) of (E)-methyl 3-(4-methoxybenzylideneamino)benzoate as a yellow solid.

Workup

  1. customto react
  2. filtrationThe resulting solids were collected by filtration
  3. customdried in an oven under reduced pressure

Sources & evidence

ORD record
ord-e4bc40b409f1492182da3940fdb051e4
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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