関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Acrolein dimethyl acetal | HCID 80145 | — |
| 反応物 | 1,2-Dibromo-3,5-difluorobenzene | HCID 2724517 | — |
| 触媒 | Tetrabutylammonium Chloride | HCID 70681 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 3-(2-bromo-3,5-difluorophenyl)propanoate | HCID 89826041 | — |
反応手順
A mixture of 1,2-dibromo-3,5-difluorobenzene (4.5 g), 3,3-dimethoxyprop-1-ene (5.1 mL), tetrabutylammonium chloride (4.6 g) and triethylamine (3.5 mL) in N,N-dimethylformamide (50 mL) is purged with nitrogen for 20 minutes. Palladium-(II)-acetate (111 mg) is added and the mixture heated for 16 hours at 90° C. After cooling the mixture is partitioned between aqueous HCl (1 M) and diethyl ether, the organic layer dried (Na2SO4), volatiles evaporated under reduced pressure and the residue purified by column chromatography (silica gel; hexane:ethyl acetate 98:2→80:20) to give the title compound (Yield 3.6 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09308194B2 |
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| 出典データセット | uspto-grants-2016_04 |
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| ORD ID | ord-8f53b8bc5e954936a05f94d1a5e40149 |
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| 出典メモ | uspto-grants-2016_04 |
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