참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Propylene Glycol | HCID 1030 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | Methyl 2-(3-bromophenyl)acetate | HCID 11746402 | — |
| 반응물 | 2-Benzyloxy-1-methoxybenzeneboronic acid | HCID 68633201 | — |
| 촉매 | HCID 178527692 | HCID 178527692 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 생성물 | Methyl (3'-benzyloxy-4'-methoxybiphenyl-3-yl)acetate | HCID 59219255 | 55.5% |
반응 단계
1.753 g of 2-Benzyloxy-1-methoxybenzeneboronic acid was suspended in 50 ml of diethyl ether, and 0.49 ml of propylene glycol was added thereto. The mixture was stirred at room temperature for 1 hour, and the solvent was removed to give 2-(3-benzyloxy-4-methoxyphenyl)-[1,3,2]dioxaborynane. This product was dissolved in 30 ml of 1,2-dimethoxyethane, then 1.5 g of potassium carbonate, 1.9 g of methyl 3-bromophenylacetate and 270 mg of dichlorodiphenyl phosphinoferrocene palladium were added thereto, and the mixture was stirred at 80° C. for 3 hours in a nitrogen atmosphere. The reaction mixture was neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated. The residue was purified by silica gel column chromatography, to give 1.356 g of the title compound in the 6:1→4:1 fraction.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07687664B2 |
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| 출처 데이터셋 | uspto-grants-2010_03 |
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| ORD ID | ord-1e524e2bacc5478e973d7ae9fb5b2da0 |
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| 출처 메모 | uspto-grants-2010_03 |
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