참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Chloride | HCID 5234 | — |
| 반응물 | tert-Butyl hydroperoxide | HCID 6410 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| 반응물 | Diethyl tartrate | HCID 6993580 | — |
| 반응물 | (2S)-3-(2,4-Difluorophenyl)-3-buten-2-ol | HCID 15130435 | — |
| 촉매 | Titanium isopropoxide | HCID 11026 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol | HCID 10631861 | — |
반응 단계
To a solution of diethyl L(+)-tartrate (32.2 ml, 0.188 mole) in dry CH2Cl2 (5 L) is added activated 3A° molecular sieve powder (120 g) and cooled the mixture to -5 ° C. Added a solution of titanium (IV) isopropoxide (120 ml, 0.4 mole) followed by t-butyl hydroperoxide (312 ml of 5-6M solution in decane) and continue to stir at -5 ° C. for 25 minutes. To this mixture, a solution of crude 6a in CH2Cl2 (400 ml) is added and stirred for 12 hours at 5° C. Cooled the reaction mixture to -40° C., added 280 ml of 30% aq. NaOH solution saturated with NaCl and the mixture is allowed to warm to 10° C. Added 250 g of MgSO4, 80 g of celite and continued to stir at 10° C. for 30 minutes. The mixture is suction-filtered over celite. To the filtrate toluene (4 L) and 3 L of ether are added and insoluble material removed by filtration. The filtrate is evaporated under reduced pressure to give the crude 7a as oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06133485 |
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| 출처 데이터셋 | uspto-grants-2000_10 |
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| ORD ID | ord-d643c81a52ac4b678f971e3e61537779 |
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| 출처 메모 | uspto-grants-2000_10 |
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