تفاعل #5871

معادلة التفاعل

sodium hydroxide

1-(2,2-dimethyl-indan-1-yl)-5-imidazolecarboxylic acid methyl ester

sulfuric acid

→

1-(2,2-dimethyl-3-oxo-indan-1-yl)-5-imidazolecarboxylic acid methyl ester

المردود 60.2%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةis heated to +80° C
2. 2
   workup.ADDITIONWithin a period of 1.5 hours an aqueous solution of 114 g of ammoniaperoxodisulfate is added dropwise
3. 3
   درجة الحرارةThe reaction mixture is cooled to +7° C.
4. 4
   استخلاصThe mixture is twice extracted with 200 ml of methylene chloride
5. 5
   تجفيفThe combined organic extracts are dried with sodium sulfate
6. 6
   تركيزconcentrated to dryness
7. 7
   workup.ADDITIONdiluted with diethyl ether
8. 8
   ترشيحThe resulting suspension is filtered
9. 9
   تركيزthe filtrate is concentrated
10. 10
    أخرىcrystallized from a diethyl ether/hexane mixture

الإجراء التجريبي

A mixture of 30 g of 1-(2,2-dimethyl-indan-1-yl)-5-imidazolecarboxylic acid methyl ester, 150 ml of water and 17 g of sulfuric acid is heated to +80° C. Within a period of 1.5 hours an aqueous solution of 114 g of ammoniaperoxodisulfate is added dropwise. The reaction mixture is cooled to +7° C. and the pH-value is adjusted to pH 3 by addition of a 30% sodium hydroxide solution. The mixture is twice extracted with 200 ml of methylene chloride. The combined organic extracts are dried with sodium sulfate and concentrated to dryness. The residue is taken up with a small amount of methylene chloride and diluted with diethyl ether. The resulting suspension is filtered and the filtrate is concentrated and crystallized from a diethyl ether/hexane mixture affording 19 g of 1-(2,2-dimethyl-3-oxo-indan-1-yl)-5-imidazolecarboxylic acid methyl ester, mp. 104°-108° C.

المصدر