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Dimethylformamide → Butyl 1-(4-iodophenyl)cyclopropane-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Oxalyl chloride | HCID 65578 | — |
| 反応物 | 1-(4-Iodophenyl)cyclopropane-1-carboxylic acid | HCID 21706477 | — |
| 生成物 | Butyl 1-(4-iodophenyl)cyclopropane-1-carboxylate | HCID 21706508 | 62% |
反応手順
To a solution of 1-(4-iodophenyl)cyclopropane-1-carboxylic acid (7.98 g, 27 mmol) in methylene chloride (200 mL) containing DMF (0.25 mL) was added dropwise over 30 minutes oxalyl chloride (3.2 mL). The mixture was stirred for 1 hour, and the solvent was removed under reduced pressure. The residue was taken up in THF (100 mL), and potassium t butoxide (1 M in THF, 35 mL) was added. After 30 minutes, the mixture was diluted with hexane, washed with water, dried, filtered and evaporated. The solid residue was recrystallized from methanol to give t butyl 1-(4-iodophenyl)cyclopropane-1-carboxylate (5.74 g, 16.6 mmol, 62%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06054470 |
| 出典データセット | uspto-grants-2000_04 |
| ORD ID | ord-1bf592bb78da43a3a2dbe5e50cf5cee2 |
| 出典メモ | uspto-grants-2000_04 |