反応 #83400

反応方程式

meta-trifluoromethylphenol

sodium hydride

2,4-dichloro-6-(3-thienylmethyloxy)pyridine

water

→

4-chloro-2-(3-thienylmethyloxy)-6-(meta-trifluoromethylphenoxy)pyridine

溶媒

N,N-dimethylacetamide

N,N-dimethylacetamide

反応条件

後処理

1. 1
   温度to cool
2. 2
   その他the mixture was partitioned
3. 3
   洗浄The obtained organic layer was washed with aqueous saturated sodium chloride
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   その他the residue was purified successively on silica gel column chromatography and on reversed phase column chromatography (Lobar column, Lichroprep RP-18, 40-63 μm, elution solvent: CH3CN/H2O=7/3(v/v)), whereby the end product
7. 7
   その他was obtained

実験手順

To a solution of meta-trifluoromethylphenol (0.28 g, 0.0018×1.0 mol) in 10 ml of dry N,N-dimethylacetamide, sodium hydride (0.077 g, (ca.60% in mineral oil), 0.0018×1.1 mol) was added. After the bubbling ceased, a solution of 2,4-dichloro-6-(3-thienylmethyloxy)pyridine (0.46 g, 0.0018 mol) in 10 ml of dry N,N-dimethylacetamide was added dropwise and the resultant solution was stirred for about 7 hours at the temperature of 160° to 170° C. After allowed to cool, water was added to the reaction solution, then the mixture was partitioned by using ethyl acetate. The obtained organic layer was washed with aqueous saturated sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off, then the residue was purified successively on silica gel column chromatography and on reversed phase column chromatography (Lobar column, Lichroprep RP-18, 40-63 μm, elution solvent: CH3CN/H2O=7/3(v/v)), whereby the end product was obtained.

出典