反应详情

7.67 g (40.0 mmol) of EDCl was added to 50 ml of THF solution of 3.50 g (20.0 mmol) of Boc-Gly-OH (manufactured by Tokyo Chemical Industry Co., Ltd), and 1.82 ml (20.0 mmol) of aniline, followed by stirring for 6 hours at room temperature. After a reaction mixture was concentrated under reduced pressure, the concentrate was extracted by adding water and ethyl acetate. After an organic layer was washed with brine (two times for each), and the organic layer was dried over sodium sulfate. After the drying agent was separated by filtration, the filtrate was concentrated under reduced pressure, thereby obtaining crude amide. The obtained amide compound was purified by a silica gel column chromatography (hexane/ethyl acetate=2/1 to 1/1 (volume ratio)), thereby obtaining 4.85 g of the product with a yield of 96.9%.

1. concentrationAfter a reaction mixture was concentrated under reduced pressure
2. extractionthe concentrate was extracted
3. additionby adding water and ethyl acetate
4. washAfter an organic layer was washed with brine (two times for each), and the organic layer
5. dry with materialwas dried over sodium sulfate
6. customAfter the drying agent was separated by filtration
7. concentrationthe filtrate was concentrated under reduced pressure
8. customobtaining crude amide
9. customThe obtained amide compound was purified by a silica gel column chromatography (hexane/ethyl acetate=2/1 to 1/1 (volume ratio))