Реакция #432312

Уравнение реакции

methyl iodide

methyl iodide

sodium hydride

sodium hydride

methyl iodide

sodium hydride

2,3-dihydro-4,6-dimethyl-7-hydroxy-2-benzyl-1H-inden-1-one

dimethylformamide

→

2,3-dihydro-2,4,6-trimethyl-7 -methoxy-2-benzyl-1H-inden-1-one

Условия реакции

Обработка

1. 1
   Температураthe whole mixture was heated to the same temperature for 1 hour
2. 2
   workup.STIRRINGstirred for 40 minutes at the same temperature
3. 3
   Температураheated for 10 minutes at the same temperature
4. 4
   workup.ADDITIONwas added to the reaction mixture
5. 5
   Температураheated to the same temperature for 3 hours and 20 minutes
6. 6
   Другоеdimethylformamide was removed under a reduced pressure
7. 7
   Другоеthe residue obtained
8. 8
   Экстракцияwas extracted with ethyl acetate
9. 9
   ПромывкаThe extract was washed with water and with an aqueous solution saturated with sodium chloride in this order
10. 10
    Другоеthe solvent was removed under a reduced pressure
11. 11
    Другоеto obtain the residue
12. 12
    ДругоеThe residue was purified by means of a silica gel column chromtagraphy (eluent: n-hexane: ethyl acetate)

Методика

28.3 Grams of 2,3-dihydro-4,6-dimethyl-7-hydroxy-2-benzyl-1H-inden-1-one was dissolved in 350 ml of dimethylformamide, then 5.2 g of 60%-sodium hydride was added thereto at 55°-60° C. and the mixture was stirred for 40 minutes. Next 8 ml of methyl iodide was added thereto, and the whole mixture was heated to the same temperature for 1 hour. Followed by 5.2 g of 60%-sodium hydride was added and stirred for 40 minutes at the same temperature. Next, 8 ml of methyl iodide was further added and heated for 10 minutes at the same temperature. Furthermore, 5.2 g of 60%-sodium hydride was added to the reaction mixture and stirred for 55 minutes at the same temperature, and 8 ml of methyl iodide was added to the reaction mixture and heated to the same temperature for 3 hours and 20 minutes. After the reaction was completed, dimethylformamide was removed under a reduced pressure and the residue obtained was extracted with ethyl acetate. The extract was washed with water and with an aqueous solution saturated with sodium chloride in this order, then the solvent was removed under a reduced pressure to obtain the residue. The residue was purified by means of a silica gel column chromtagraphy (eluent: n-hexane: ethyl acetate) to obtain 23.0 g of 2,3-dihydro-2,4,6-trimethyl-7 -methoxy-2-benzyl-1H-inden-1-one.

Источник