反应 #11565

反应方程式

ethyl acetate

diisopropyl azodicarboxylate

triphenylphosphine

1-(2-hydroxyethyl)-1-phenethyl-3-[3-(4-pyridyl)propyl]thiourea

→

titled compound

收率 19.0%

1-Phenethyl-3-[3-(4-pyridyl)propyl]-2-imidazolidinethione

收率 19.0%

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   温度cooling
2. 2
   洗涤The whole was washed with a saturated aqueous sodium bydrogencarbonate solution (40 ml) and saturated brine (40 ml) successively
3. 3
   干燥the organic layer was dried over sodium sulfate
4. 4
   浓缩concentrated under reduced pressure
5. 5
   其他The residue was purified by silica gel column chromatography
6. 6
   过滤the obtained solid was filtered off with hexane

实验过程

Anhydrous tetrahydrofuran (2.5 ml) was added to a mixture of 1-(2-hydroxyethyl)-1-phenethyl-3-[3-(4-pyridyl)propyl]thiourea (Compound No. 7-2) (601 mg, 1.75 mmol) and triphenylphosphine (913 mg, 3.49 mmol), and the whole was stirred under ice/methanol-cooling. A solution of diisopropyl azodicarboxylate (710 mg, 3.49 mmol) in anhydrous tetrahydrofuran was added dropwise thereto, and after 10 minutes, ethyl acetate (100 ml) was added to the reaction mixture. The whole was washed with a saturated aqueous sodium bydrogencarbonate solution (40 ml) and saturated brine (40 ml) successively, and the organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, and the obtained solid was filtered off with hexane to give 107 mg (19%) of the titled compound as crystals.

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