反应 #3111918
相关文献 (1)
openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US07691900B2
反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: 1.78 g of dimethylhydroxylamine (17.687 mmol; 3 eq.; MW=97.55) were dissolved in 10 mL of CH2Cl2 that had been distilled under argon and cooled to −78° C. 8.8 mL of AlMe3, 2M in hexane, (17.687 mmol; 3 eq.; MW=72.09) were added drop by drop at −78° C. and the reaction mixture was stirred at room temperature for half an hour. The solution was then cooled down to 0° C. and 1.55 g of oxacycloheptadecan-2-one (5.895 mmol; 1 eq.; MW=254.42), dissolved in 5 mL of distilled CH2Cl2, were added drop by drop. The reaction mixture was left at room temperature under stirring. Thin layer chromatographical analysis showed that the reaction was completed after one hour and a half. The solution was added dropwise into a mixture of 60 mL of Et2O/MeOH 2:1 cooled to −78° C. and then filtered over celite. 100 mL of a saturated, aqueous solution of NaHCO3 were added and the aqueous phase was extracted with ether. The organic phases were combined, dried over magnesium sulfate and then evaporated under reduced pressure to afford 1.66 g of N-methoxy-N-methyl-16-hydroxyhexadecanamide, corresponding to 5.262 mmol and a yield of 89%. The amide obtained in this way was subsequently used without any additional purification. had been distilled under argon 8.8 mL of AlMe3, 2M in hexane, (17.687 mmol; 3 eq.; MW=72.09) were added drop by drop at −78° C. The solution was then cooled down to 0° C. were added drop by drop The reaction mixture was left at room temperature under stirring cooled to −78° C. filtered over celite 100 mL of a saturated, aqueous solution of NaHCO3 were added the aqueous phase was extracted with ether dried over magnesium sulfate evaporated under reduced pressure
来源 ID: ord-aacd5194daa846498c4babcd585515f5