Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
N-Methylmorpholine N-oxide monohydrate → 2-Hydroxy-6-methoxy-3,3-dimethyl-2,3-dihydro-1H-benzo[b]pyrano[3,2-h]-acridine-1,7(14H)-dione
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | N-Methylmorpholine N-oxide monohydrate | HCID 2724197 | — |
| 반응물 | 6-Methoxy-3,3-dimethyl-3,14-dihydro-7H-benzo[b]pyrano[3,2-h]acridin-7-one | HCID 22064514 | — |
| 반응물 | Sodium Bisulfite | HCID 23665763 | — |
| 촉매 | Osmium Tetroxide | HCID 30318 | — |
| 용매 | tert-Butanol | HCID 6386 | — |
| 용매 | t-Butanol tetrahydrofuran water | HCID 22124471 | — |
| 생성물 | 2-Hydroxy-6-methoxy-3,3-dimethyl-2,3-dihydro-1H-benzo[b]pyrano[3,2-h]-acridine-1,7(14H)-dione | HCID 22064508 | — |
반응 단계
To a solution of 1.33 mmol of the compound obtained in Step 2 in 30 ml of a 10/3/1 mixture of tert-butanol/tetrahydrofuran/water there are added osmium tetroxide in the form of a 2.5% solution in 0.67 ml of 2-methyl-2-propanol and 1.35 mmol of 4-methylmorpholine-N-oxide monohydrate. After stirring for two days at ambient temperature, NaHSO3 solution is added. After stirring for one hour, the reaction mixture is extracted with dichloromethane. The organic phase is dried, filtered and then evaporated under reduced pressure. Chromatography of the residue over silica gel (dichloromethane/methanol: 98/2) allows the expected product to be isolated.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06642248B2 |
| 출처 데이터셋 | uspto-grants-2003_11 |
| ORD ID | ord-e2c95e9457c147e1acc8484d8a83ddb9 |
| 출처 메모 | uspto-grants-2003_11 |