반응 #3098
ord-9216403abe2a471cb8b491c2ec69c28c
반응 방정식
반응 조건
후처리
- 1온도while warming to ambient temperature
- 2온도The mixture was cooled to 0° C.
- 3workup.STIRRINGThe reaction mixture was stirred 18 hours
- 4온도while warming to ambient temperature
- 5세척The reaction mixture was washed with 1M aqueous sodium carbonate solution (30 mL)
- 6건조dried over anhydrous sodium sulfate
- 7여과filtered
- 8농축concentrated under reduced pressure
- 9workup.DISSOLUTIONThe residue was dissolved in ether (2mL)
- 10온도cooled to 0° C. under a nitrogen atmosphere
- 11workup.STIRRINGThe reaction was stirred 18 hours
- 12온도while warming to ambient temperature
- 13농축The reaction mixture was concentrated under reduced pressure
- 14기타the residual oil was used in the next step without further purification
실험 절차
To 2-propylpentanoic acid (156.6 μl, 1.00 mmol) dissolved in anhydrous dichloromethane (2 mL) was added DMF (3 μL, 4 mole %), and the solution was cooled to 0° C. under a nitrogen atmosphere. To the solution was added oxalyl chloride (94.3 μL, 1.08 mmol) dropwise over a few minutes. The reaction was stirred 18 hours while warming to ambient temperature. The mixture was cooled to 0° C. and excess ~0.3M ethereal diazomethane solution was added. The reaction mixture was stirred 18 hours while warming to ambient temperature. The reaction mixture was washed with 1M aqueous sodium carbonate solution (30 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was dissolved in ether (2mL) and cooled to 0° C. under a nitrogen atmosphere. Hydrogen chloride as a 4N solution in dioxane (275 μL, 1.10 mmol) was added dropwise over a few minutes. The reaction was stirred 18 hours while warming to ambient temperature. The reaction mixture was concentrated under reduced pressure and the residual oil was used in the next step without further purification.