反应详情

Anthraquinone-2-carboxylic acid (2.52 g, 10 mmol) was suspended in dichloro methane (100 ml). Thionyl chloride (50 ml) was added and the mixture heated to reflux in a nitrogen atmosphere for several hours giving a clear yellow solution. Dichloro methane and excess thionyl chloride was removed in vacuo giving a yellow solid. The solid was filtered off, washed several times with petroleum ether and dried in vacuo. Yield 2.69 g (99% from anthraquinone-2-carboxylic acid); MP: 143-144.5° C.; TLC (analyzed as the methyl ester: a small sample of the acid chloride was dissolved in dry methanol and analyzed immediately using ethyl acetate as eluent); Rf =0.68. MS (FAB+): 307.1 (MH+).

1. temperaturethe mixture heated
2. temperatureto reflux in a nitrogen atmosphere for several hours
3. customgiving a clear yellow solution
4. customDichloro methane and excess thionyl chloride was removed in vacuo
5. customgiving a yellow solid
6. filtrationThe solid was filtered off
7. washwashed several times with petroleum ether
8. customdried in vacuo
9. dissolutiona small sample of the acid chloride was dissolved in dry methanol