반응 #41218

반응 방정식

dichloromethane

4,5-Dihydroxy-9,10-dioxoanthracene-2-carboxylic acid

Benzyloxyacetyl chloride

water

ethyl acetate

→

4,5-Bis(2-benzyloxyacetyloxy)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

용매

pyridine

반응 조건

후처리

1. 1
   기타to give a clear reaction mixture which
2. 2
   workup.STIRRINGwas stirred at RT over the weekend
3. 3
   기타quenched with 2M HCl (200 ml)
4. 4
   기타An orange solid was isolated by filtration
5. 5
   기타A yellow solid was isolated by filtration (3.6 g, 61%)

실험 절차

4,5-Dihydroxy-9,10-dioxoanthracene-2-carboxylic acid (3.0 g) was suspended in pyridine (100 ml) and stirred at RT for 30 mins. Benzyloxyacetyl chloride (3.6 g, 5 equiv.) was added, to give a clear reaction mixture which was stirred at RT over the weekend. The reaction mixture was reduced to a smaller volume and quenched with 2M HCl (200 ml), adjusting the pH to pH 2. An orange solid was isolated by filtration. This crude solid was slurried in water (30 ml), followed by ethyl acetate (30 ml) and dichloromethane (30 ml). A yellow solid was isolated by filtration (3.6 g, 61%).

출처