Aniline → Benzoxazines

HRID 2039432Notes

Reaction equation

HRID 2039432 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-604871db53e4422e9f74846001e473e3
Source dataset
uspto-grants-2013_11
Patent number
US08580455B2

Reaction notes

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