関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 3-Benzyloxy-phenylboronic acid | HCID 2734313 | — |
| 反応物 | methyl (E)-3-cyclopropyl-2-methyl-3-(4-methylphenyl)sulfonyloxyprop-2-enoate | HCID 90357412 | — |
| 試薬 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 触媒 | HCID 178479801 | HCID 178479801 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 1,3,5-Trimethoxybenzene | HCID 69301 | — |
| 生成物 | 3-Benzyloxy-phenylboronic acid | HCID 2734313 | — |
| 生成物 | methyl (E)-3-cyclopropyl-2-methyl-3-(4-methylphenyl)sulfonyloxyprop-2-enoate | HCID 90357412 | — |
| 生成物 | methyl (E)-3-cyclopropyl-2-methyl-3-(3-phenylmethoxyphenyl)prop-2-enoate | HCID 90357628 | — |
| 生成物 | (Z)-methyl 3-(3-(benzyloxy)phenyl)-3-cyclopropyl-2-methylacrylate | HCID 90357629 | — |
| 内部標準 | 1,3,5-Trimethoxybenzene | HCID 69301 | — |
反応手順
To a 4 ml reaction vial equipped with a magnetic
tumble stir disc under N2 atmosphere was charged (E)-methyl 3-cyclopropyl-2-methyl-3-
(tosyloxy)acrylate 3-(E) (40.0 mg, 0.129 mmol), (3-(benzyloxy)phenyl)boronic acid 4 (32.3 mg,
0.142 mmol), palladium precatalyst 5 (5.96 mg, 6.44 µmol) and 1,3,5-trimethoxybenzene (2.17
mg, 0.013 mmol). ACN (1000 µl) and water (10 µl) were added and the mixture agitated to
dissolve all solids. To a 40 ml vial was charged K3PO4 (2.12 g, 10.0 mmol) and water to dilute to
10 ml. The resulting 1 M aqueous K3PO4 solution was then sparged with N2 gas for 30 min in
preparation for automated dispensing (387 µl, 0.387 mmol). Finally, to a 96-well sample dilution
plate was charged 400 µl of a 9:1 mixture of acetonitrile and aqueous pH 3.5 ammonium formate
buffer.
情報源と証拠
| DOI | 10.1039/c9re00086k |
|---|
| 出典データセット | Development of an automated kinetic profiling system with online HPLC for reaction optimization |
|---|
| ORD ID | ord-6837b60af0374cd5bbcf6f4740445a5e |
|---|
| 出典メモ | Development of an automated kinetic profiling system with online HPLC for reaction optimization |
|---|
