反应 #43922

反应方程式

hydrochloric acid

3′-fluoro-2′,6′-dimethyl-4′-[3-(methylsulfonyl)propoxy]biphenyl-3-carbaldehyde

methanol

sodium borohydride

→

title compound

收率 94.0%

{3′-fluoro-2′,6′-dimethyl-4′-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methanol

收率 94.0%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   温度cooled
2. 2
   萃取extracted with ethyl acetate
3. 3
   洗涤The extract was washed with saturated brine
4. 4
   干燥dried over anhydrous magnesium sulfate
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他The residue was purified by silica gel column chromatography (ethyl acetate:hexane=40:60-80:20)
7. 7
   其他the obtained crystals were recrystallized from heptane-ethyl acetate

实验过程

A solution of 3′-fluoro-2′,6′-dimethyl-4′-[3-(methylsulfonyl)propoxy]biphenyl-3-carbaldehyde (2.77 g, 8.00 mmol) in a mixed solvent of methanol (10 mL) and tetrahydrofuran (20 mL) was ice-cooled, sodium borohydride (90%, 0.336 g, 8.00 mmol) was added, and the mixture was stirred for 8 hr under nitrogen atmosphere. The reaction mixture was treated with diluted hydrochloric acid, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=40:60-80:20), and the obtained crystals were recrystallized from heptane-ethyl acetate to give the title compound (2.75 g, yield 94%) as colorless crystals.

来源