Formaldehyde → Benzoxazines

HRID 2179482Notes

Reaction equation

HRID 2179482 reaction equation
C[C:2](C1C=CC(O)=CC=1)([C:4]1[CH:5]=[CH:6][C:7]([OH:10])=CC=1)C.C=O.[NH2:20][CH2:21][CH2:22][CH2:23][Si](OCC)(OCC)OCC>C(Cl)(Cl)Cl>[O:10]1[C:7]2[CH:6]=[CH:5][CH:4]=[CH:2][C:23]=2[CH:22]=[CH:21][NH:20]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 6623Bisphenol AHCID 13521(3-Aminopropyl)triethoxysilane

Product 1

HCID 17845026BenzoxazinesYield 75%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In FIG. 6A, BPA (10 g, 43.8 mmol), methanal (5.26 g, 175 mmol) and 3-aminopropyl-triethoxysilane (19.4 g, 87.6 mmol) are mixed in chloroform (100 mL) for reaction at 85 Celsius degrees (° C.) for 24 hours (hr). The product obtained after the reaction do not need to be further purified. The product is directly condensed to obtain an anticipated product Bz-BES (yield: 75%). Elemental analysis calcd (%) for C37H62N2O8Si2: C 61.83, H 9.63, N 3.89; found C 61.70, H 8.67, N 3.81.

Workup

  1. customThe product obtained after the reaction
  2. customcondensed

Sources & evidence

ORD record
ord-28825f3eca0f4ac99b71cb013f7b3278
Source dataset
uspto-grants-2015_06
Patent number
US09068050B2

Reaction notes

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