Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Ammonium Chloride → cyclohexyl[2-ethyl-5-(tetrahydro-2H-pyran-4-yl)thiophen-3-yl]methanol
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Ammonium Chloride | HCID 25517 | — |
| 반응물 | 2-ethyl-5-(tetrahydro-2H-pyran-4-yl)thiophene-3-carbaldehyde | HCID 86646392 | — |
| 반응물 | HCID 178420632 | HCID 178420632 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | cyclohexyl[2-ethyl-5-(tetrahydro-2H-pyran-4-yl)thiophen-3-yl]methanol | HCID 68511979 | 77% |
반응 단계
To a solution of 2-ethyl-5-(tetrahydro-2H-pyran-4-yl)thiophene-3-carbaldehyde (692 mg) synthesized above in tetrahydrofuran (10 mL) was added dropwise 1.0M cyclohexylmagnesium bromide-tetrahydrofuran solution (4.64 mL) at 0° C., and the mixture was stirred for 2 hr. Saturated aqueous ammonium chloride solution was added to quench the reaction, tetrahydrofuran was evaporated using evaporator, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=3:7, volume ratio) to give the title compound (737 mg, 77%) as a white solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08309580B2 |
| 출처 데이터셋 | uspto-grants-2012_11 |
| ORD ID | ord-459ea2d96f5d4f3d8bd0037f62e16176 |
| 출처 메모 | uspto-grants-2012_11 |