Aniline → Benzoxazines

HRID 1684875Notes

Reaction equation

HRID 1684875 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])(C)(C)[CH3:2].[NH2:12]C1C=CC=CC=1>>[O:11]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH:1]=[CH:2][NH:12]1

Participants

3

Reactant 2

HCID 6115AnilineHCID 69232-Tert-Butylphenol

Product 1

HCID 17845026Benzoxazines

Conditions

Temperature
100 °C

Procedure

1 mol of tertiary butylphenol, 2.2 mol of p-formaldehyde, and 1.1 mol of aniline were mixed and stirred without a solvent at 100° C. for 1 hour to produce a crude product. The crude product was washed twice with a 1N NaOH aqueous solution and once with distilled water. The washed crude product was then dried with magnesium sulfate. Then, the resultant was filtered. The resultant was dried in a vacuum to obtain the benzoxazine monomer represented by Formula 4. The benzoxazine monomer of Formula 4 was produced with a 95% yield. NMR spectrum of the benzoxazine monomer of Formula 4 is shown in FIG. 10.

Workup

  1. customto produce a crude product
  2. washThe crude product was washed twice with a 1N NaOH aqueous solution and once with distilled water
  3. washThe washed crude product
  4. dry with materialwas then dried with magnesium sulfate
  5. filtrationThen, the resultant was filtered
  6. customThe resultant was dried in a vacuum

Sources & evidence

ORD record
ord-b4ab2e4211eb48caae28f7de1f8a23d1
Source dataset
uspto-grants-2012_04
Patent number
US08148028B2

Reaction notes

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