Triethylamine → 3-Dimethylcarbamoylpropyl 2-[4-(4-chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionate

A solution of 2-[4-(4-chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionyl chloride (3.10 g.) in tetrahydrofuran (10 ml.) is added dropwise at 0° C. to a stirred mixture of 4-hydroxy-N,N-dimethylbutyramide (885 mg.), triethylamine (773 mg.) and tetrahydrofuran (15 ml.). The mixture is kept at room temperature for 4 hours with stirring, and for 2 days without stirring, then filtered. The filtrate is evaporated, and the residue dissolved in ether. The solution is washed with water, 0.4 N-aqueous sodium hydroxide, N-hydrochloric acid and water again, dried and evaporated to a syrup (3.3 g.). The syrup is dissolved in toluene (10 ml.) and applied to a column of silica gel (90 g.). The column is washed with toluene (700 ml.), and then eluted with ether (900 ml.). The ether is evaporated, and the residue is recrystallised from ether-light petroleum (b.p. 40°-60° C.) to give 3-dimethylcarbamoylpropyl 2-[4-(4-chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethyl-propionate (2.1 g.), m.p. 54°-55° C.

1. stirringfor 2 days without stirring
2. filtrationfiltered
3. customThe filtrate is evaporated
4. dissolutionthe residue dissolved in ether
5. washThe solution is washed with water, 0.4 N-aqueous sodium hydroxide, N-hydrochloric acid and water again
6. customdried
7. customevaporated to a syrup (3.3 g.)
8. dissolutionThe syrup is dissolved in toluene (10 ml.)
9. washThe column is washed with toluene (700 ml.)
10. washeluted with ether (900 ml.)
11. customThe ether is evaporated
12. customthe residue is recrystallised from ether-light petroleum (b.p. 40°-60° C.)

ORDレコード

ord-382e101c10fa49a980dd902cd97ffabd

出典データセット

uspto-grants-1977_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04055595