Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Trifluoroacetic acid → 3-(Chloromethyl)-2-ethyl-6-(trifluoromethyl)pyridine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Trifluoroacetic acid | HCID 6422 | — |
| 반응물 | Methyl acetoacetate | HCID 7757 | — |
| 반응물 | Thionyl Chloride | HCID 24386 | — |
| 반응물 | Methyl 3-oxovalerate | HCID 121699 | — |
| 반응물 | (Z)-4-amino-1,1,1-trifluorobut-3-en-2-one | HCID 11116141 | — |
| 반응물 | Aluminium lithium hydride | HCID 21226445 | — |
| 반응물 | 3-(Chloromethyl)-2-methyl-6-(trifluoromethyl)pyridine | HCID 59834815 | — |
| 반응물 | Methyl 2-ethyl-6-(trifluoromethyl)nicotinate | HCID 69056451 | — |
| 반응물 | (2-Ethyl-6-(trifluoromethyl)pyridin-3-yl)methanol | HCID 69064910 | — |
| 생성물 | 3-(Chloromethyl)-2-ethyl-6-(trifluoromethyl)pyridine | HCID 59834809 | — |
반응 단계
The title compound was prepared from (Z)-4-amino-1,1,1-trifluorobut-3-en-2-one and methyl 3-oxopentanoate analogously to the way 3-(chloromethyl)-2-methyl-6-(trifluoromethyl)pyridine was prepared from (Z)-4-amino-1,1,1-trifluorobut-3-en-2-one and methyl acetoacetate in three steps: 1. TFA-mediated cyclocondensation to methyl 2-ethyl-6-(trifluoromethyl)nicotinate (HPLC/MS: retention time=3.2 min, [M+H]+=234); 2. reduction with lithium aluminum hydride to (2-ethyl-6-(trifluoromethyl)pyridin-3-yl)methanol (HPLC/MS: retention time=2.4 min, [M+H]+=206); and 3. reaction with SOCl2 to afford the title compound (HPLC/MS: retention time=3.3 min, [M+H]+=224).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07572808B2 |
| 출처 데이터셋 | uspto-grants-2009_08 |
| ORD ID | ord-b96352036ab849268fff3b59929868a4 |
| 출처 메모 | uspto-grants-2009_08 |