3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic Acid → HCID 54527366, Verbindung
Reaktionsgleichung
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=2[O:15][CH:16]([F:18])[F:17])[C:9](O)=[O:10])[CH2:3][CH2:2]1>C1COCC1>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH2:9][OH:10])[CH:12]=[CH:13][C:14]=2[O:15][CH:16]([F:18])[F:17])[CH2:3][CH2:2]1Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To a stirred solution of 3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzoic acid (0.500 g, 1.936 mmol) in anhydrous THF (10 ml), BH3*THF complex (1M solution in THF, 3.87 ml, 3.87 mmol) was added drop wise at RT under nitrogen atmosphere. After 3 hours, the reaction was cooled to 0° C. and quenched with aqueous NH4Cl. The mixture was extracted with EtOAc and the organic phase was dried over Na2SO4 and evaporated under reduced pressure affording (3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)methanol (0.450 g, 1.842 mmol, 95% yield, MS/ESI+ 227.1 [MH−H2O]+). This product was used without any further purification.