Sodium Iodide → HCID 86690145、化合物

温度

0 °C

(4-propylphenyl)methanol (100 mg, 0.666 mmol) was dissolved in 3 mL of well-dried dichloromethane (DCM) under argon condition and then cooled to 0° C., and methanesulfonyl chloride (MsCl; 62.1 μL, 0.799 mmol) and triethylamine (Et3N; 140 μL, 0.999 mmol) were added thereto. Upon completion of the reaction after stirring for 30 minutes at 0° C., the reaction was terminated by adding 5 mL of water. The reaction mixture was extracted with DCM (3 mL×3), and the organic layer thus obtained was treated with anhydrous magnesium sulfate to remove water. The precipitate was filtered out, and the resulting solution was concentrated by distillation under reduced pressure. The residue was dissolved again in 6 mL of acetone and then sodium iodide (NaI; 150 mg, 0.999 mmol) was added thereto. Upon completion of the reaction after stirring for 15 minutes at room temperature, the solvent was dried by distillation under reduced pressure. 10 mL of water was added to the residue and the mixture was extracted with ethyl acetate (5 mL×3). The organic layer thus obtained was treated with anhydrous magnesium sulfate to remove water. The precipitate was filtered out, and the resulting solution was concentrated by distillation under reduced pressure, and purified by column chromatography to obtain 157 mg (0.604 mmol, 90%) of the desired compound (tag β reporter unit).

1. customUpon completion of the reaction
2. customthe reaction was terminated
3. additionby adding 5 mL of water
4. extractionThe reaction mixture was extracted with DCM (3 mL×3)
5. customthe organic layer thus obtained
6. customto remove water
7. filtrationThe precipitate was filtered out
8. concentrationthe resulting solution was concentrated by distillation under reduced pressure
9. dissolutionThe residue was dissolved again in 6 mL of acetone
10. customUpon completion of the reaction
11. stirringafter stirring for 15 minutes at room temperature
12. customthe solvent was dried by distillation under reduced pressure
13. addition10 mL of water was added to the residue
14. extractionthe mixture was extracted with ethyl acetate (5 mL×3)
15. customThe organic layer thus obtained
16. customto remove water
17. filtrationThe precipitate was filtered out
18. concentrationthe resulting solution was concentrated by distillation under reduced pressure
19. custompurified by column chromatography

ORDレコード

ord-906026d51dcd4a9a94e5f2b07e18d9a9

出典データセット

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08809012B2