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 | 393.3% |
반응 단계
To a solution of diethyl L(+)-tartrate (161 ml, 0.94 mole) in dry CH2Cl2 (24 L) was added activated 3A° molecular sieve powder (600 g) and cooled the mixture to -5° C. Added a solution of titanium (IV) isopropoxide (597 ml, 2.0 mole) followed by t-butyl hydroperoxide (1.56 L of 5-6M solution in decane) and continue to stir at -5° C. for 25 minutes. To this mixture, a solution of crude 6a, (664 g) in CH2Cl2 (2 L) was added and stirred for 12 hours at 5° C. Cooled the reaction mixture to -40° C., added 1.4 L of 30% aq. NaOH solution saturated with NaCl and the mixture was allowed to warm to 10° C. Added 1.2 kg of MgSO4, 400 g of celite and continued to stir at 10° C. for 30 minutes. The mixture was suction-filtered over celite. To the filtrate toluene (20 L), and 15 L of ether were added and insoluble material removed by filtration. The filtrate was evaporated under reduced pressure to give the crude 7a as a light brown oil (740 g).
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-007c59cd1045405dba9cea606c3c1507 |
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| 출처 메모 | uspto-grants-2000_10 |
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