반응 #2199170

반응 방정식

DIPEA

N-Hexylbenzylamine

3-Fluoro-4-hydroxyphenylacetic acid

TBTU

→

desired product

수율 77.2%

N-Benzyl-2-(3-fluoro-4-hydroxyphenyl)-N-hexylacetamide

수율 77.2%

용매

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타evaporated
3. 3
   workup.ADDITIONSodium hydrogencarbonate aqueous solution (sat.) was added into the residue
4. 4
   추출The mixture was then extracted with ethyl acetate (×2)
5. 5
   세척washed with water and brine
6. 6
   건조dried (magnesium sulphate)
7. 7
   기타evaporated

실험 절차

3-Fluoro-4-hydroxyphenylacetic acid (170 mg, 0.999 mmol) dissolved in DMF (3 ml) was cooled in an ice-bath N-Hexylbenzylamine (201 mg, 1.049 mmol) was added and then TBTU (337 mg, 1.049 mmol) followed by DIPEA (407 mg, 3.147 mmol). The mixture was stirred at room temperature overnight and evaporated. Sodium hydrogencarbonate aqueous solution (sat.) was added into the residue. The mixture was then extracted with ethyl acetate (×2). The extracts were combined and washed with water and brine and dried (magnesium sulphate) and evaporated. Chromatography of the residue on a column (ISOLUTE® SI, 5 g/15 ml) using DCM and then MeOH/DCM (1:99) as eluant gave 265 mg the desired product, yield 77%.

출처