تفاعل #47944

معادلة التفاعل

acetic acid

Benzyl alcohol

sodium hydride

4-chloro-2-(methylthio)pyrimidine

→

title compound

2-(methylthio)-4-[(phenylmethyl)oxy]pyrimidine

المذيبات

dioxane

water

dioxane

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at this temperature for 5 hours
2. 2
   درجة الحرارةAfter cooling at room temperature the mixture
3. 3
   استخلاصextracted with dichloromethane
4. 4
   تجفيفThe organic phases were dried over anhydrous Na2SO4
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىThe crude product was purified by a silica SPE cartridge (70 g)
8. 8
   غسيلeluting with ciclohexane/ethyl acetate from 95/5 to 9/1

الإجراء التجريبي

Benzyl alcohol (1.3 mL) was added dropwise to a suspension of sodium hydride (60% in mineral oil, 0.74 g) in 12.4 mL of dry dioxane, and the mixture was stirred at 100° C. for 30 min. A solution of 4-chloro-2-(methylthio)pyrimidine (2.0 g) in dry dioxane (8.2 mL) was added dropwise at 50° C. and the mixture was stirred at this temperature for 5 hours. After cooling at room temperature the mixture was acidified with glacial acetic acid, treated with water and extracted with dichloromethane. The organic phases were dried over anhydrous Na2SO4 filtered and concentrated under reduced pressure. The crude product was purified by a silica SPE cartridge (70 g) eluting with ciclohexane/ethyl acetate from 95/5 to 9/1 to give the title compound as a white solid (1.22 g).

المصدر