참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | 1-Bromo-2,4-difluorobenzene | HCID 67674 | — |
| 반응물 | 1,3-Diacetoxyacetone | HCID 243418 | — |
| 반응물 | Magnesium | HCID 5462224 | — |
| 반응물 | HCID 178505836 | HCID 178505836 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 1,3-Diacetoxy-2-(2,4-difluorophenyl)-2-propanol | HCID 15463462 | — |
반응 단계
Under an atmosphere of argon, 850 ml of THF solution of 2,4-difluorophenylmagnesium bromide prepared from 202.6 g (1.05 mol) of 2,4-difluorobromobenzene and 26.7 g (1.1 mol) of magnesium turnings was added dropwise at -30° C. to 1.7 l of THF solution of 174 g (1.00 mol) of 1,3-diacetoxyacetone which was previously cooled to -30° C. After the resulting liquid was stirred at -60° C. for 2 hours, a temperature thereof was gradually raised to room temperature. Then, to the reaction mixture was added 1 l of 1.2N aqueous solution of hydrochloric acid at 5° C. or below, and an aqueous layer was extracted twice with 1 l of ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium chloride, dried and concentrated under reduced pressure to give 302 g of crude oil. The obtained oil was purified by means of column chromatography on silica gel (hexane:ethyl acetate=1:1) to give 125 g of the desired compound. The compound was recrystallized from toluene/hexane.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05840553 |
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| 출처 데이터셋 | uspto-grants-1998_11 |
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| ORD ID | ord-482eb7ee2b7d4fa4af568fab801c7ce8 |
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| 출처 메모 | uspto-grants-1998_11 |
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