関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Tin atom | HCID 5352426 | — |
| 反応物 | 1-Benzyl-4-{4-nitro-3-[(phenylsulfonyl)methyl]phenyl}piperazine | HCID 44242886 | — |
| 溶媒 | Hydrochloric Acid | HCID 313 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 4-(4-Benzylpiperazin-1-yl)-2-[(Phenylsulfonyl)methyl]aniline | HCID 58904788 | 97% |
反応手順
A mixture of 1-benzyl-4-{4-nitro-3-[(phenylsulfonyl)methyl]phenyl}piperazine (6.77 g, 15.0 mmol) and granular tin (7.48 g, 63.0 mmol) in methanol and conc. hydrochloric acid is heated at 45° C. for 4 h, stirred at ambient temperature for 18 h, carefully poured into saturated aqueous NaHCO3, treated with ether and stirred for 0.5 h. The phases are separated and the aqueous phase is extracted sequentially with ether and CH2Cl2. The extracts and organic phase are combined, dried over MgSO4 and concentrated in vacuo. The resultant residue is dissolved in CH2Cl2 and filtered through Celite®. The filtrate is concentrated in vacuo to afford the title compound as a pale yellow solid, 6.11 g (97% yield), mp 141–143° C., characterized by NMR and mass spectral analyses
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07238696B2 |
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| 出典データセット | uspto-grants-2007_07 |
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| ORD ID | ord-fdd708a8b416450db135943a35f06014 |
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| 出典メモ | uspto-grants-2007_07 |
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