反応 #2802

反応方程式

sodium hydroxide

homophthalic acid

lithium aluminum hydride

water

→

2-(2-hydroxymethyl-phenyl)-ethanol

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度Heat
2. 2
   温度at reflux for 18 hours
3. 3
   温度cool in an ice bath
4. 4
   その他Remove the ice bath
5. 5
   workup.ADDITIONadd water slowly
6. 6
   workup.STIRRINGstir until the gray precipitate
7. 7
   ろ過Filter
8. 8
   洗浄wash solids with methylene chloride
9. 9
   乾燥dry (MgSO4)
10. 10
    その他evaporate the solvent in vacuo

実験手順

Dissolve homophthalic acid (22.2 g, 0.123 mmol) in tetrahydrofuran (250 mL) and add dropwise at room temperature to a slurry of lithium aluminum hydride (15.5 g, 0.407 mol) in tetrahydrofuran (500 mL). Heat at reflux for 18 hours, cool in an ice bath and carefully add, by dropwise addition, water (16 mL), followed by 50% sodium hydroxide (16 mL). Remove the ice bath, add water slowly with stirring and stir until the gray precipitate turns white and evolution of gas ceases. Filter, wash solids with methylene chloride, dry (MgSO4) and evaporate the solvent in vacuo to give 2-(2-hydroxymethyl-phenyl)-ethanol as a viscous oil (18.4 g, 98%).

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