Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Hydrochloric Acid → (4R)-6-bromo-2-methyl-2-(trifluoromethyl)chroman-4-ol
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Tetrahydrofuran | HCID 8028 | — |
| 반응물 | (3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole | HCID 2734713 | — |
| 반응물 | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| 반응물 | 6-Bromo-2-methyl-2-(trifluoromethyl)chroman-4-one | HCID 67305602 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | (4R)-6-bromo-2-methyl-2-(trifluoromethyl)chroman-4-ol | HCID 67305384 | — |
반응 단계
To a cooled (ice bath) solution of (s)-2-methyl-cbs-oxazaborolidine 1.0 M in toluene (100 μl, 100 μmol) was added borane-dimethyl sulfide 2.0 M in THF (500 μl, 1000 μmol). After stirred 15 min, a solution of 6-bromo-2-methyl-2-(trifluoromethyl)chroman-4-one (309 mg, 1000 μmol) in toluene was added drop wise. The reaction was completed after stirring 9h at 0° C. 2N HCl was added slowly to quench the reaction. The resulted mixture was extracted with EtOAc. The organic layer was washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue was purified on silica gel column to afford the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07745484B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-9e879ac3aa344099b227c59bf71a01e4 |
| 출처 메모 | uspto-grants-2010_06 |