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Aldehide Fenolice
Aldehide Fenolice
salicilaldehida
vanilina
O-Na+ OH + CHCl3 NaOH CHO + CHO
Preparare
1. Reactia Reimer-Tiemann
OH
CHCl3 + NaOH O O H
..
CCl2
C NH HCl H
OCH3 H2O - NH3 CH NH HCl CHO OCH3
- cu nitrili
Cl OH R C N + 2 HCl Nitril Cl + R Fenol C NH HCl HCl C NH HCl R OH H2O - NH3 R C NH HCl R C=O OH
3. Transpoziia Fries
OCOCH3 AlCl3 H O AlCl3]- +COCH3 O ~ H+ OH
C H3C O p-Hidroxiacetofenona
COCH3
4. Metoda oxidativ
OH OCH3 ox. OH OCH3 O CH2 O O CH2 O
ox.
CH CH CH3 Izoeugenol
CHO Vanilin
CH CH CH3 Izosafrol
CHO Piperonal
5. Reactia Vilsmeier
25oC
HO CH3O CH COOH OH
+
aer cat.
H - CO2
0btinere din ape sulfitice ( celuloza din lemn) care contin lignina prin tratare cu baze
Structura ligninei
AMINOALCOOLI I AMINOFENOLI
Aminoalcooli
- -Aminoalcooli- instabili
+ NH3
R CH
OH - H2O
R R
-aminoalcool
NH3 O Etilenoxid
HO-CH2-CH2-NH2 Monoetanolamina
NH
Solventi, creme
N-CH3
N CH3
N-metil-dietanolamina
Medicament anticancer
(CH3)3N] OH + O ( CH3)3N CH2CH2OH] OH Acetilcolina
HO HO CH CH2-NH-CH3 OH Adrenalina
CH3 H3C-NH C H H C OH
CH3 H C NH-CH3 HO C H
D(-) Efedrina
L(+) Efedrina
D(-) Pseudoefedrina
L(+) Pseudoefedrina
Aminofenoli
OH
HNO3
OH NO2 + OH
red.
OH
red.
OH
Paracetamol
NH2 p-Aminofenol
NO2 NH2
o-Aminofenol
Paracetamol