Water → HCID 89610488, compound

Temperature

0 °C

To 10.5 g of sodium hydride (purity: 60% or more), 200 mL of tetrahydrofuran was added and the resultant reaction mixture was cooled down to 0° C., followed by dropping 22.58 g of 4-penten-1-ol into the reaction mixture at 4° C. or less to be added. After the completion of the dropping, the resultant reaction mixture was stirred at room temperature for 2 hours. Then, the reaction mixture was cooled down again to 0° C. and into the reaction mixture, 11.9 g of 2,4,6-trichloro-1,3,5-triazine dissolved in 85 mL of tetrahydrofuran was slowly dropped at 15° C. or less to be added. At room temperature, the reaction was effected over one night and to the reaction mixture, water was added, followed by extracting the resultant reaction mixture with ethyl acetate. The extract was washed with water and was dried over anhydrous sodium sulfate and from the extract, the solvent was distilled off to obtain 21.9 g of a crude product. The crude product was purified with a column (ethyl acetate:hexane=1:10) to obtain 13.15 g of 2,4,6-tri(4-pentene-1-oxy)-1,3,5-triazine which is the objective substance as a transparent oil. Yield: 60%, Purity: 99.2% (GC)

1. customthe resultant reaction mixture
2. customat 4° C. or less
3. additionto be added
4. customAfter the completion of the dropping, the resultant reaction mixture
5. additionwas slowly dropped at 15° C. or less
6. additionto be added
7. additionwas added
8. extractionby extracting the resultant
9. customreaction mixture with ethyl acetate
10. washThe extract was washed with water
11. dry with materialwas dried over anhydrous sodium sulfate and from the extract
12. distillationthe solvent was distilled off
13. customto obtain 21.9 g of a crude product
14. customThe crude product was purified with a column (ethyl acetate:hexane=1:10)

ORD record

ord-d3d68623674b4537ac5342b54952b2e9

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09102663B2