참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| 반응물 | Methyl 2-(4-acetyl-2-bromophenoxy)acetate | HCID 66868355 | — |
| 촉매 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | tert-Butanol | HCID 6386 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | Methyl 2-(4-acetyl-2-(3-trifluoromethylphenyl)phenoxy)acetate | HCID 66868647 | 74% |
반응 단계
Methyl 2-(4-acetyl-2-bromophenoxy)acetate (16) (710 mg, 2.5 mmol, 1 eq), 3-(trifluoromethyl)phenylboronic acid (709 mg, 3.75 mmol, 1.5 eq, Aldrich, Milwaukee, Wis., USA) and tetrakis(triphenylphosphine) palladium (100 mg, 0.086 mmol, 0.03 eq) were dissolved in t-BuOH (1 mL) and K2CO3 (1 mL of a 4 M solution in H2O) and heated in a microwave at 120° C. for 20 min. The resultant reaction mixture was diluted with EtOAc, washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The obtained residue was purified via silica gel chromatography (20% EtOAc/hexane) to give 650 mg (74%) of methyl 2-(4-acetyl-2-(3-trifluoromethylphenyl)phenoxy)acetate (17) as white solid. 1HNMR (CDCl3, 400 MHz): δ 8.43 (s, 2H), 7.90 (m, 2H), 7.60 (m, 2H), 6.89 (d, 1H), 4.72 (s, 2H), 3.79 (s, 3H), 2.59 (s, 3H). MS (ES-API): M+1=353.1. HPLC (Method B) tR=3.28 min.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08822467B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-16b8d4de58c946429df3be172cccdbe0 |
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| 출처 메모 | uspto-grants-2014_09 |
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