反応 #40926

反応方程式

Water

5-methyl-2,4(1H,3H)-pyrimidinedione

K2CO3

1-bromo-4-chlorobutane

→

title compound

1-(4-chlorobutyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

溶媒

DMSO

反応条件

後処理

1. 1
   抽出the resulting mixture was extracted with EtAcO
2. 2
   抽出extracted with DCM
3. 3
   洗浄The organic phases were washed with brine
4. 4
   乾燥dried over Na2SO4
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The crude product was purified by a silica SPE cartridge (25 g)
7. 7
   洗浄eluting with toluene/acetone from 95/5 to 75/25

実験手順

A mixture of 5-methyl-2,4(1H,3H)-pyrimidinedione (thimine, 500 mg, commercially available from Aldrich) and K2CO3 (546 mg) in dry DMSO (15 mL) was stirred for 1 hour at room temperature. 1-bromo-4-chlorobutane (0.46 mL) was then added and the mixture was stirred at room temperature for 20 hours. Water was then added and the resulting mixture was extracted with EtAcO. The aqueous phase was acidified to pH 7 with aqueous 2% HCl solution and extracted with DCM. The organic phases were washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by a silica SPE cartridge (25 g) eluting with toluene/acetone from 95/5 to 75/25 to give the title compound as a colourless oil (250 mg).

出典