関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Methyl 3-formylbenzoate | HCID 639145 | — |
| 反応物 | N,N-diethyl-4-iodobenzamide | HCID 875218 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran toluene | HCID 22635083 | — |
| 生成物 | HCID 58677823 | HCID 58677823 | 49% |
反応手順
INTERMEDIATE 5 (2.8 g, 9.0 mmol) was dissolved in TBF (100 mL) and cooled to −78° C. under nitrogen atmosphere. Then n-BuLi (8.4 mL, 1.07 M solution in hexane, 9.0 mmol) was added dropwise during 10 min at −65 to −78° C. The solution was canulated into 3-carbomethoxybenzaldehyde (1.49 g, 9.1 mmol) in toluene/THF (approx. 1:1, 50 mL) at −78° C. NH4Cl (aq.) was added after 30 min. After concentration in vacuo, extraction with EtOAc/water, drying (MgSO4) and evaporation of the organic phase, the residue was purified by chromatography on silica (0-75% EtOAc/heptane) to give INTERMEDIATE 6 (1.5 g, 49%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07396834B2 |
|---|
| 出典データセット | uspto-grants-2008_07 |
|---|
| ORD ID | ord-645b609879f343c8b1c3ca3bd33f4fc0 |
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| 出典メモ | uspto-grants-2008_07 |
|---|
