반응 #823498

반응 방정식

2,4-dichlorothieno[2,3-d]pyrimidine

NaH

2,4,6-trimethyl phenol

→

product

수율 97.1%

2-Chloro-4-(mesityloxy)thieno[2,3-d]pyrimidine

수율 97.1%

용매

THF

water

THF

반응 조건

후처리

1. 1
   온도to slowly warmed up to room temperature
2. 2
   workup.STIRRINGAfter stirring
3. 3
   기타the reaction for 4 h
4. 4
   세척washed with EtOAc
5. 5
   세척The combined organic layers were washed with water, brine
6. 6
   건조dried over Na2SO4
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo
9. 9
   기타The crude product was purified by column chromatography
10. 10
    세척eluting with hexanes/ethyl acetate (9:1)

실험 절차

A stirred suspension of NaH (9.5 mg, 0.24 mmol) in dry THF (1 mL) was added 2,4,6-trimethyl phenol (32.1 mg, 0.24 mmol) and stirred at room temperature for 30 min under Argon. The reaction mixture was added to a solution of 2,4-dichlorothieno[2,3-d]pyrimidine (48.1 mg, 0.24 mmol) in dry THF (1.5 mL) at 0° C. and allow it to slowly warmed up to room temperature. After stirring the reaction for 4 h, the resulting mixture was diluted with water and washed with EtOAc. The combined organic layers were washed with water, brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate (9:1) to give the product as a white solid (71 mg, 97%):

출처