반응 #303142

반응 방정식

2-(cis-4-hydroxycyclohexyl)-2,8-diazaspiro[4.5]decan-1-one

4-bromo-1-fluoro-2-iodobenzene

potassium phosphate

1,2-ethanediol

→

desired product

수율 70.0%

8-(5-Bromo-2-fluorophenyl)-2-(cis-4-hydroxycyclohexyl)-2,8-diazaspiro[4.5]decan-1-one

수율 70.0%

용매

water

1-butanol

반응 조건

후처리

1. 1
   추출extracted with ether
2. 2
   세척The combined organic layers were washed with brine
3. 3
   건조dried over MgSO4
4. 4
   여과filtered
5. 5
   농축The filtrate was concentrated under reduced pressure
6. 6
   기타The residue was purified on a silica gel column with ethyl acetate in hexane (gradient: 0 to 50%)

실험 절차

A mixture of 2-(cis-4-hydroxycyclohexyl)-2,8-diazaspiro[4.5]decan-1-one (0.50 g, 2.0 mmol), 4-bromo-1-fluoro-2-iodobenzene (0.894 g, 2.97 mmol), copper(I) iodide (0.0586 g, 0.308 mmol), potassium phosphate (1.26 g, 0.596 mmol) and 1,2-ethanediol (0.23 mL, 4.1 mmol) in 1-butanol (2.5 mL) was heated at 100° C. overnight. The reaction mixture was treated with water, extracted with ether. The combined organic layers were washed with brine, dried over MgSO4 and filtered. The filtrate was concentrated under reduced pressure. The residue was purified on a silica gel column with ethyl acetate in hexane (gradient: 0 to 50%) to give the desired product (0.59 g, 70%). LCMS: (M+H)+=425.0/427.0.

출처