反応 #42614

反応方程式

iodomethane

ethyl 2-[(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate

potassium carbonate

iodomethane

→

ethyl 2-[methyl(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate

溶媒

acetonitrile

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他The N2 line was removed
3. 3
   workup.WAITThe reaction was left at ambient temperature overnight
4. 4
   その他The reaction was quenched with (5 ml) 1N HCl
5. 5
   抽出was extracted with dichloromethane
6. 6
   洗浄The organic layer was washed with water
7. 7
   その他evaporated to dryness
8. 8
   その他The resulting oil was purified by preparative HPLC

実験手順

To a 25 ml round bottom flask under N2 was added (101.8mg, 0.4346 mmoles) ethyl 2-[(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate, (180.2 mg, 1.3038 mmoles, 3.0 eq.) potassium carbonate, and (5 ml) acetonitrile. The mixture was then agitated at ambient temperature while (33.8 μl, 0.5429 mmoles, 1.25 eq.) iodomethane was added. The reaction was allowed to run at ambient temperature for 3 hours. An electrospray mass spec indicated mostly starting material. The N2 line was removed and an additional (40 μl, 0.6425 mmoles, 1.5 eq.) iodomethane were added. The reaction was left at ambient temperature overnight. The reaction was quenched with (5 ml) 1N HCl and was extracted with dichloromethane. The organic layer was washed with water and then evaporated to dryness. The resulting oil was purified by preparative HPLC, yielding (70 mg) of ethyl 2-[methyl(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate.

出典