반응 #81776

반응 방정식

3-iodophenol

diethyl bromomalonate

potassium carbonate

→

desired product

수율 17.2%

Ethyl 2,2-Bis-(3-iodophenoxy)acetate

수율 17.2%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도The mixture was cooled
2. 2
   농축concentrated in vacuo
3. 3
   추출the oily product was extracted with ethyl acetate (4×150 ml)
4. 4
   건조The combined ethyl acetate extracts were dried (MgSO4)
5. 5
   농축concentrated in vacuo to an orange oil
6. 6
   기타The orange oil was purified by chromatography (eluted by 5% methylene chloride in hexanes to 50% methylene chloride in hexanes)

실험 절차

A stirred solution of 40.0 g (0.18 mol) of 3-iodophenol, 33.6 ml (0.18 mol) of diethyl bromomalonate and 27.63 g (0.2 moles) of milled anhydrous potassium carbonate in 250 ml dry N,N-dimethylformamide was heated at 110°-120° C. under argon for 14 hours. The mixture was cooled and concentrated in vacuo. The resulting residue was combined with 600 ml of ice-cold water and the oily product was extracted with ethyl acetate (4×150 ml). The combined ethyl acetate extracts were dried (MgSO4) and concentrated in vacuo to an orange oil. The orange oil was purified by chromatography (eluted by 5% methylene chloride in hexanes to 50% methylene chloride in hexanes) to yield 8.1 g (8.5%) of the desired product as a tan oil.

출처