Реакция #321442

Уравнение реакции

Pyrrolidine

2-bromomethyl-5-formylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran

→

desired compound

Выход 83.5%

5-Amino-2,4,6,7-tetramethyl-2-pyrrolidinomethyl-2,3-dihydrobenzofuran

Выход 83.5%

Растворители

water

Условия реакции

Обработка

1. 1
   ТемператураAfter the reaction mixture was cooled
2. 2
   Экстракцияthe product was extracted with ethylacetate
3. 3
   ПромывкаThe extract was washed with water
4. 4
   Другоеdried
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   ДругоеThe residue was purified by column chromatography on silica gel (chloroform-methanol, 9:1)
7. 7
   Другоеrecrystallized from hexane

Методика

Pyrrolidine (20 ml) was added to 2-bromomethyl-5-formylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran (3.0 g, 9.6 mmol) and the mixture was heated at 160° C. in an autoclave for 15 hours. After the reaction mixture was cooled, the mixture was diluted with water and the product was extracted with ethylacetate. The extract was washed with water and dried and then the solvent was distilled off. The residue was purified by column chromatography on silica gel (chloroform-methanol, 9:1) and recrystallized from hexane to obtain the desired compound (2.2 g, yield: 83.5%), m.p. 85°-86° C. (dec.).

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