Formaldehyde → Benzoxazines

HRID 351946Notes

Reaction equation

HRID 351946 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OC[CH2:12][CH2:13][NH2:14])=C.C=O>>[O:7]1[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[CH:12]=[CH:13][NH:14]1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 996PhenolHCID 43863963-(Vinyloxy)propan-1-amine

Product 1

HCID 17845026BenzoxazinesYield 76%

Procedure

This compound was made according to the method outlined in Example 3, by combining phenol (28 g, 300 mmole), 3-amino-1-propanol vinyl ether (30 g, 300 mmole), and paraformaldehyde (19.5 g, (650 mmole) in a 500 ml flask. The water condensate was removed using toluene as the azeotrope solvent. The product was worked-up to obtain 50 g (76% yield) of a light yellow, low viscosity liquid.

Workup

  1. customThe water condensate was removed
  2. customto obtain 50 g (76% yield) of a light yellow, low viscosity liquid

Sources & evidence

ORD record
ord-5037d15b3fde48a28ddfa2bfb84f109a
Source dataset
uspto-grants-2004_06
Patent number
US06743852B2

Reaction notes

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