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CasNo: 522-66-7
MF: C20H26N2O2
|
Purification Methods |
Hydroquinine [522-66-7] M 326.4, m 168-171o, 171.5o, [ ] D-143o (c 1.087, EtOH), 5.33 and 8.87. Recrystallise hydroquinine from EtOH, Et2O or *C6H6. [Rabe & Schultz Chem Ber 66 120 1933, Beilstein 23 III/IV 3193, 23/13 V 340.] |
InChI:InChI=1/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19-,20+/m1/s1
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Quinine
dihydroquinine
| Conditions | Yield |
|---|---|
|
With
5%-palladium/activated carbon; hydrogen;
In
methanol;
for 3h;
under 2280.15 Torr;
Inert atmosphere;
|
100% |
|
With
palladium on carbon; hydrogen;
for 72h;
|
97% |
|
With
sodium tetrahydroborate; hydrogen; cobalt(II) chloride;
In
water;
at 150 ℃;
for 17h;
under 22502.3 Torr;
chemoselective reaction;
Green chemistry;
|
95% |
|
With
hydrogenchloride; platinum chlorides;
Hydrogenation;
|
|
|
With
palladium on activated charcoal; hydrogen;
|
|
|
With
formic acid; Pd/C; triethylamine;
In
ethanol;
at 30 ℃;
for 1.5h;
|
|
|
With
3-methyl-1-butyl acetate; palladium;
at 50 - 60 ℃;
under 1520 - 3040 Torr;
Reagens 4: Eisessig;
|
|
|
With
3-methyl-1-butyl acetate; platinum;
at 50 - 60 ℃;
under 1520 - 3040 Torr;
Reagens 4: Eisessig;
|
|
|
With
5%-palladium/activated carbon; hydrogen;
In
methanol;
at 35 ℃;
for 5h;
under 3800.26 Torr;
Solvent;
Reagent/catalyst;
Large scale;
|
25.2 kg |
2-(4-(tert-butyl)phenyl)benzo[d][1,3,2]dioxaborole
Quinine
para-tert-butylphenol
dihydroquinine
| Conditions | Yield |
|---|---|
|
With
oxygen; hydrazine hydrate;
In
acetonitrile;
at 32 ℃;
for 4h;
under 760.051 Torr;
Schlenk technique;
|
87% 57% |
quinine hydrochloride
diazomethane
(8α,9R)-10,11-dihydro-cinchonan-6',9-diol
dimethyl sulfate
(8S,9R)-6'-Methoxy-2'-phenyl-10,11-dihydro-cinchonan-9-ol
(DHQ)2PHAL
3,4-diethyl-pyridine
6-methoxy-4-methylquinoline