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N-Methoxy-N-methylacetamide → 1-[5-(Benzyloxy)pyridin-2-yl]ethan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N-Methoxy-N-methylacetamide | HCID 537505 | — |
| 反応物 | 5-(Benzyloxy)-2-bromopyridine | HCID 16094696 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-[5-(Benzyloxy)pyridin-2-yl]ethan-1-one | HCID 23143439 | — |
反応手順
A mixture of 5-benzyloxy-2-bromo-pyridine (1.0 g), N-methoxy-N-methyl-acetamide (780 mg) and THF (20 mL) under argon at −60° C. was added n-BuLi (2.6 M in toluene, 2.9 mL). After 1 hour the cooling bath was removed. After reaching room temperature the mixture was quenched by addition of saturated NH4Cl-solution. The mixture was distributed between EA and brine. The organic phase was dried (Na2SO4), filtered and concentrated. The residue was purified by chromatography (silica gel, heptane to EA/heptane 3:7) to provide the subtitle compound. MS ESI+: m/z=228 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08853412B2 |
| 出典データセット | uspto-grants-2014_10 |
| ORD ID | ord-0ad92eb2b4a949a0b9cee903a9e4631e |
| 出典メモ | uspto-grants-2014_10 |