Reaktion #1597138

Reaktionsgleichung

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

NaH

2,4,6-trimethyl phenol

→

product

Ausbeute 97.1%

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

Ausbeute 97.1%

Lösungsmittel

THF

water

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter stirring
2. 2
   Sonstigethe reaction for 4 h
3. 3
   Waschenwashed with EtOAc
4. 4
   WaschenThe combined organic layers were washed with water, brine
5. 5
   Trocknendried over Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated in vacuo
8. 8
   SonstigeThe crude product was purified by column chromatography
9. 9
   Wascheneluting with hexanes/ethyl acetate (9:1)

Vorschrift

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%):

Quelle