Reaktion #159184

Reaktionsgleichung

4,6,4′,6′-tetramethoxy-biphenyl-2,2′-dicarboxylic acid dimethyl ester

LiAlH4

→

(6′-hydroxymethyl-4,6,2′,4′-tetramethoxy-biphenyl-2-yl)-methanol

Ausbeute 79.4%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture was quenched with water and 2N HCl (24 mL)
2. 2
   workup.ADDITIONwas added
3. 3
   SonstigeThe mixture was evaporated under vacuum
4. 4
   Sonstigepartitioned with DCM (300 mL) and water (200 mL)
5. 5
   TrocknenThe organic layer was dried over Na2SO4
6. 6
   Sonstigecrystallized with DCM

Vorschrift

4,6,4′,6′-tetramethoxy-biphenyl-2,2′-dicarboxylic acid dimethyl ester (2.5 g) was dissolved in THF (96 mL), and 1M LiAlH4 in THF (9.6 mL) was added. After stirring at room temperature for overnight, the mixture was quenched with water and 2N HCl (24 mL) was added. The mixture was evaporated under vacuum and partitioned with DCM (300 mL) and water (200 mL). The organic layer was dried over Na2SO4 and crystallized with DCM to provide (6′-hydroxymethyl-4,6,2′,4′-tetramethoxy-biphenyl-2-yl)-methanol (1.7 g, 77%) as a pale blue white triclinic crystals.

Quelle