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Methyl 4-chloro-3-nitrobenzoate → Methyl 4-(methylsulfanyl)-3-nitrobenzenecarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl 4-chloro-3-nitrobenzoate | HCID 735797 | — |
| 反応物 | Sodium methanethiolate | HCID 4378561 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | Methyl 4-(methylsulfanyl)-3-nitrobenzenecarboxylate | HCID 21187831 | 62.7% |
反応手順
A solution of methyl 4-chloro-3-nitrobenzoate (28 g) in acetone (250 mL) is treated portionwise with sodium thiomethoxide (10 g) and the mixture is stirred overnight at room temperature. After filtration, the solution is concentrated and water (300 mL) is added to the residue. The yellow solid is filtered off and subjected to flash chromatography eluting with a mixture of diethyl ether and pentane (1:4 v/v), to give methyl 4-methylthio-3-nitrobenzoate (18.5 g), in the form of a yellow solid, m.p. 118°-120° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05840724 |
| 出典データセット | uspto-grants-1998_11 |
| ORD ID | ord-4374b5e7f1844a5da42b094d9d49608d |
| 出典メモ | uspto-grants-1998_11 |