反応 #307385

反応方程式

1-(tert-butoxycarbonyl)-3-piperidinecarboxylic acid

2-phenylpiperidine

DIPEA

EDCI

HOBT

→

title compound

収率 31.1%

3-(2-Phenyl-piperidine-1-carbonyl)-piperidine-1-carboxylic acid tert.-butyl ester

収率 31.1%

溶媒

brine

DMF DCM

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred for 6 h at room temperature
2. 2
   抽出extracted with ethyl acetate (2×40 mL)
3. 3
   乾燥The combined organic layers were dried over sodium sulfate
4. 4
   ろ過filtered
5. 5
   その他evaporated at reduced pressure
6. 6
   その他to obtain the crude product, which
7. 7
   その他was further purified by column chromatography on silica eluting with 30-35% ethyl acetate in hexane

実験手順

To a solution of 2 g of 1-(tert-butoxycarbonyl)-3-piperidinecarboxylic acid (commercially available) (8.72 mmol) in 15 mL of DMF: DCM (3:1) was added 1.39 g 2-phenylpiperidine (commercially available) (8.72 mmol) and 3.04 mL DIPEA (17.4 mmol). The mixture was stirred at room temperature for 10 minutes. 2.5 g EDCI (13.1 mmol) and 2.04 g HOBT (13.1 mmol) was added. The mixture was stirred for 6 h at room temperature, diluted with brine (50 mL) and extracted with ethyl acetate (2×40 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated at reduced pressure to obtain the crude product, which was further purified by column chromatography on silica eluting with 30-35% ethyl acetate in hexane to yield 1 g (31%) of the title compound. (MH+) 372.18.

出典