反应详情

Potassium tert. butoxide (2.71 g, 24.1 mmol) is carefully dissolved in methanol (25 mL). To this solution hydroxylamine hydrochloride (1.44 g, 20.7 mmol) followed by 3-(4-cyano-2-ethyl-6-methyl-phenyl)-propionic acid (1.50 g, 6.90 mmol) dissolved in methanol (7.5 mL) is added. The mixture is refluxed for 8 h and the solvent is evaporated. The residue is dissolved in 2 N aq. HCl and extracted with EA. The pH of the aq. phase is adjusted to pH 5 by adding sat. aq. NaHCO3 and the mixture is extracted three times with EA. The combined organic extracts are dried over Na2SO4, filtered, evaporated and dried to give 3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenyl]-propionic acid (1.4 g) as a white solid; LC-MS: tR=0.60 min, [M+1]+=251.17.

1. additionis added
2. temperatureThe mixture is refluxed for 8 h
3. customthe solvent is evaporated
4. dissolutionThe residue is dissolved in 2 N aq. HCl
5. extractionextracted with EA
6. additionby adding sat. aq. NaHCO3
7. extractionthe mixture is extracted three times with EA
8. dry with materialThe combined organic extracts are dried over Na2SO4
9. filtrationfiltered
10. customevaporated
11. customdried