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Methyl 5-amino-o-anisate → Methyl5-isothiocyanato-2-methoxybenzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl 5-amino-o-anisate | HCID 89843 | — |
| 反応物 | O,O-Dipyridin-2-yl carbonothioate | HCID 719784 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methyl5-isothiocyanato-2-methoxybenzoate | HCID 18464541 | 72.7% |
反応手順
Treat a solution of 5-amino-2-methoxy-benzoic acid methyl ester (7.70 g, 42.5 mmol) and dichloromethane (50 mL) portionwise with a solution of di-2-pyridyl thionocarbonate (10.0 g, 43.1 mmol; Aldrich Chemical Company) and dichloromethane (70 mL) at room temperature under an argon atmosphere. After 3.5 hours, concentrate in vacuo and purify the residue by flash chromatography (silica gel, 5.5×17.8 cm) eluting with dichloromethane. Combine the appropriate fractions and concentrate to afford 5-isothiocyanato-2-methoxy-benzoic acid methyl ester (6.9 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06423704B1 |
| 出典データセット | uspto-grants-2002_07 |
| ORD ID | ord-746ee47147d54790a5d65f29c0231d49 |
| 出典メモ | uspto-grants-2002_07 |