Reaktion #499867

Reaktionsgleichung

sodium chloride

compound

2-Cyclopentyl-4-(3,4-difluorophenyl)-3-[fluoro-(4-trifluoromethylphenyl)-methyl]-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol

toluene

diisobutylaluminium

→

colourless crystals

Ausbeute 76.9%

2-Cyclopropyl-4-(3,4-difluorophenyl)-3-(4-trifluoromethylbenzyl)-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol

Ausbeute 76.9%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat from −10° C. to −15° C.
2. 2
   SonstigeAt 20° C.
3. 3
   Sonstigethe phases are separated
4. 4
   Sonstigethe organic phase is dried
5. 5
   SonstigeThe evaporation residue is purified over a silica gel column Crystallization from heptane

Vorschrift

280 mg (0.52 mmol) of the compound from Example 4 are dissolved in 40 ml of abs. toluene and, at from −10° C. to −15° C., admixed dropwise with 3.5 ml of 25% strength diisobutylaluminium hyride solution. The mixture is stirred for 1 hour, cooled to −70° C. and admixed dropwise with 0.2 ml of methanol. At 20° C., the mixture is admixed with sodium chloride solution, the phases are separated and the organic phase is dried. The evaporation residue is purified over a silica gel column Crystallization from heptane gives 195 mg of colourless crystals of m.p. 126-127° C.

Quelle