Thionyl Chloride → methylallyl 6-[(2-chloro-alpha,alpha,alpha,6-tetrafluoro-p-tolyl)oxy]-alpha-methyl-1H-benzotriazole-1-acetate

A mixture of 6-[(2-chloro-α,α,α,6-tetraflouro-p-tolyl)oxy]-α-methyl-1H-benzotriazole-1-acetic acid, thionyl chloride (0.8 ml, 0.011 mole), and 2 drops of dimethylformamide in methylene chloride is heated at reflux temperature for 2 hours, cooled and concentrated in vacuo to give a residue which is re-evaporated four times with toluene at 60° . The resultant residue is treated with 2-methylallyl alcohol and pyridine, shaken until reaction is complete by infrared spectral analysis and concentrated in vacuo to give a residue. The thus-obtained residue is dissolved in 1% acetonitrile in carbon tetrachloride and filtered through a pad of silica. The filtrate is concentrated in vacuo to give a solid residue. The solid residue is recrystallized from warm heptane to afford the title compound as a white solid, mp 71°-74° C., identified by elemental and NMR analyses.

1. temperatureis heated
2. temperatureat reflux temperature for 2 hours
3. temperaturecooled
4. concentrationconcentrated in vacuo
5. customto give a residue which
6. customis re-evaporated four times with toluene at 60°
7. additionThe resultant residue is treated with 2-methylallyl alcohol and pyridine
8. concentrationconcentrated in vacuo
9. customto give a residue
10. filtrationfiltered through a pad of silica
11. concentrationThe filtrate is concentrated in vacuo
12. customto give a solid residue
13. customThe solid residue is recrystallized
14. temperaturefrom warm heptane

ORD 기록

ord-10ea1722e75c408ab6f244afd444d510

출처 데이터셋

uspto-grants-1997_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05686617