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Iodine → 1,3-Dioxolane-2-propionaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Iodine | HCID 807 | — |
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 2-(2-Bromoethyl)-1,3-dioxolane | HCID 87776 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1,3-Dioxolane-2-propionaldehyde | HCID 3661214 | 28% |
反応手順
To the solution of 2-(2-bromoethyl)-1,3-dioxolane (10 g, 55.2 mmol) in THF (50 mL) was added magnesium (1.6 g, 66.3 mmol) and trace amount of I2 as initiator. The reaction mixture was stirred at rt for 2 hrs. After cooling to −78° C., the mixture was quenched with dry DMF (1.39 g, 66.3 mmol) and kept at −78° C. for 2 hrs. After dilution with H2O the reaction mixture was extracted with CH2Cl2 (2×), followed by distillation (45-55° C. @ 8 mmHg) to afford 2 g (28%) of the title compound. MS (DCI/NH4+) m/z 131 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08835475B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-cb2e95cbfab14f60ac1af2e9fbf5e1e1 |
| 出典メモ | uspto-grants-2014_09 |