反应详情

(4-Methoxycarbonylbenzyl)triphenylphosphonium bromide (4.42 g, 9.00 mmol) was suspended in THF (50 ml) under argon. Lithium bis-(trimethylsilyl)amide (1M in THF, 10.8 ml) was added and the deep orange reaction was stirred at ambient temperature for 1 hour. A solution of 3-benzyloxy-2-pyridinecarbaldehyde (2.0 g, 9.4 mmol) in THF (20 ml) was added and the reaction was stirred at ambient temperature for 2 hours 30 minutes. The reaction was partitioned between EtOAc/water, the aqueous phase was extracted with EtOAc, the organic layers were combined, dried (MgSO4) and evaporated. The residue was purified by chromatography (EtOAc/CH2Cl2) to give methyl 4-[2-(3-benzyloxy-2-pyridyl)ethenyl]benzoate as a yellow oil. (3.01 g) .

1. customthe deep orange reaction
2. stirringthe reaction was stirred at ambient temperature for 2 hours 30 minutes
3. customThe reaction was partitioned between EtOAc/water
4. extractionthe aqueous phase was extracted with EtOAc
5. dry with materialdried (MgSO4)
6. customevaporated
7. customThe residue was purified by chromatography (EtOAc/CH2Cl2)