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Acetone → Methyl 2-(4-bromomethyl-2-allylphenoxy)-2-phenylacetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetone | HCID 180 | — |
| 反応物 | Carbon tetrabromide | HCID 11205 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Methyl 2-(4-Tert-Butyldimethylsilyloxymethyl-2-Allylphenoxy)-2-Phenylacetate | HCID 19934851 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | Methyl 2-(4-bromomethyl-2-allylphenoxy)-2-phenylacetate | HCID 15289388 | 62.6% |
反応手順
To a cooled (0° C.) solution of the product of Step D (156 mg, 0.366 mmol) in CH3CN (2 mL), were added carbon tetrabromide (182 mg, 0.55 mmol) and triphenylphosphine (144 mg, 0.55 mmol). After 30 minutes at 0° C., the reaction mixture was allowed to warm to room temperature, at which point acetone (40 mL, 0.55 mmol) was added. After 16 hours at room temperature, the reaction mixture was filtered, the filtrate was concentrated in vacuo, and the residue was purified on a silica gel flash chromatography column eluted with 5% ethyl acetate/hexanes to afford 86 mg (63%) of the title compound (Rf =0.13, 5% ethyl acetate/hexanes).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05401745 |
| 出典データセット | uspto-grants-1995_03 |
| ORD ID | ord-67251f4cafdf46dc91d0703c57d3f8a5 |
| 出典メモ | uspto-grants-1995_03 |