Реакция #321751

Уравнение реакции

2-decyl-5-(4-hydroxyphenyl)thiazole

heptanoic acid

N,N'-dicyclohexylcarbodiimide

4-pyrrolidinopyridine

→

2-decyl-5-(4-heptanoyloxyphenyl)thiazole

Выход 76.4%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   workup.ADDITIONmixed
2. 2
   workup.STIRRINGby further stirring for 2 hours at room temperature
3. 3
   workup.STIRRINGAfter stirring
4. 4
   workup.WAITthe mixture was left
5. 5
   Другоеto precipitate N,N'-dicyclohexylurea
6. 6
   ФильтрацияThe resultant N,N'-dicyclohexylurea was filtered off
7. 7
   ДругоеThe residue was purified by silica gel column chromatography (eluent: toluene)
8. 8
   Другоеrecrystallized from acetone

Методика

In a 50 ml-round-bottomed flask, 0.60 g (1.89 mM) of 2-decyl-5-(4-hydroxyphenyl)thiazole, 0.28 ml (1.97 mM) of heptanoic acid and 15 ml of dichloromethane were placed and mixed. To the solution, 0.39 g (1.89 mM) of N,N'-dicyclohexylcarbodiimide and 0.03 g of 4-pyrrolidinopyridine were successively added under stirring at room temperature, followed by further stirring for 2 hours at room temperature. After stirring, the mixture was left standing overnight at room temperature to precipitate N,N'-dicyclohexylurea. The resultant N,N'-dicyclohexylurea was filtered off and the solvent of the filtrate was distilled-off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: toluene) and recrystallized from acetone to obtain 0.62 g of 2-decyl-5-(4-heptanoyloxyphenyl)thiazole (Yield: 76.4%). ##STR92##

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