2,2,2-Trifluoroethylamine hydrochloride → HCID 61392703、化合物

温度

0 °C

To a mixture of 2,2,2-trifluoroethylamine hydrochloride (0.271 g) in dichloromethane/water (15/0.5 mL) at 0° C. was added sodium nitrite (0.166 g) and the resulting yellow solution was stirred for 1 hour at 0° C. The reaction mixture was then cooled to −78° C. and 2-o-tolylacetaldehyde (0.134 g) was added, followed by zirconium(IV)tetrachloride. After stirring for 2 hrs at −78° C. cooling was stopped and methanol (3 mL) and saturated solution of NaHCO3 (10 mL) were added. The mixture was extracted with dichloromethane and the extracts were dried and concentrated. Evaporation residue (194 mg) was dissolved in methanol (3 ml) and solution was cooled to 0° C. Sodium borohydride (44 mg) was added and the reaction mixture was stirred for 25 minutes. K2CO3-solution (2M, 5 mL) was added to the reaction mixture, followed by water (5 mL) after 5 min and the resulting solution was extracted with EtOAc. Extracts were dried and concentrated and the residue was purified by separation method E (EtOAc/heptane). (Yield 121 mg).

1. temperatureThe reaction mixture was then cooled to −78° C.
2. stirringAfter stirring for 2 hrs at −78° C.
3. temperaturecooling
4. extractionThe mixture was extracted with dichloromethane
5. customthe extracts were dried
6. concentrationconcentrated
7. customEvaporation residue (194 mg)
8. dissolutionwas dissolved in methanol (3 ml)
9. temperaturesolution was cooled to 0° C
10. additionSodium borohydride (44 mg) was added
11. stirringthe reaction mixture was stirred for 25 minutes
12. additionK2CO3-solution (2M, 5 mL) was added to the reaction mixture
13. waitfollowed by water (5 mL) after 5 min
14. extractionthe resulting solution was extracted with EtOAc
15. customExtracts were dried
16. concentrationconcentrated
17. customthe residue was purified by separation method E (EtOAc/heptane)

ORDレコード

ord-827c2d440e5c4f86bca3c58295c6b068

出典データセット

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09249127B2