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Cyclopropanecarboxaldehyde → (S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| 反応物 | tert-Butylsulfinamide, (S)-(-)- | HCID 11355477 | — |
| 触媒 | Copper Sulfate | HCID 24462 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamide | HCID 67007580 | 95% |
反応手順
The title compound was prepared according to a general procedure described by G. Liu, D. A. Cogan, T. D. Owens, T. P. Tang, and J. A. Ellman J. Org. Chem. 1999, 64, 1278: A mixture of cyclopropanecarboxaldehyde (35.0 g, 0.5 mol), (S)-(−)-2-methyl-2-propanesulfinamide (30 g, 0.25 mol) and anhydrous CuSO4 (120 g, 0.75 mol) in CH2Cl2 (1500 mL) was stirred at room temperature overnight. The reaction mixture was filtered and evaporated to give the title compound (39 g, yield 95%), which was used in the next step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08207347B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-33e946aeab894b1388f17fba0ad828fe |
| 出典メモ | uspto-grants-2012_06 |