反応 #446183

反応方程式

Compound h

Methyl (E)-11-(2-chloroethylidene)-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

pyridine

lithium aluminum hydride

→

desired product

Methyl (E)-11-[2-(3-pyridyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   workup.ADDITIONwas dropwise added
2. 2
   温度under ice-cooling
3. 3
   workup.STIRRINGThe mixture was stirred at room temperature for 5 hours
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
5. 5
   洗浄The residue was washed with tetrahydrofuran
6. 6
   濃縮the washings were concentrated under reduced pressure
7. 7
   洗浄The residue was subjected to silica gel column chromatography (eluting solvent; hexane:ethyl acetate:triethylamine=10:10:1)

実験手順

To 50 ml of pyridine was added 2.0 g of lithium aluminum hydride, and the mixture was stirred at room temperature for one night. Then, 90 ml of tetrahydrofuran solution containing 5.0 g of Compound h was dropwise added thereto under ice-cooling. The mixture was stirred at room temperature for 5 hours, and the solvent was distilled off under reduced pressure.. The residue was washed with tetrahydrofuran, and the washings were concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (eluting solvent; hexane:ethyl acetate:triethylamine=10:10:1) to give 1.7 g of the desired product.

出典