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Benzoyl chloride → 2-Thioureidomethyl-piperidine-1-carboxylic acid tert butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzoyl chloride | HCID 7412 | — |
| 反応物 | Sodium thiocyanate | HCID 516871 | — |
| 反応物 | tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate | HCID 2756482 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | 2-Thioureidomethyl-piperidine-1-carboxylic acid tert butyl ester | HCID 86593676 | 76.4% |
反応手順
Benzoyl chloride (1.2 ml) was added dropwise to sodium thiocyanate (0.90 g) in acetone (50 ml). When the addition was complete the mixture was refluxed for 15 minutes, cooled to room temperature and (RS) 2-aminomethyl-piperidine-1-carboxylic acid tert butyl ester (2.0 g) in acetone (5 ml) added. The mixture was refluxed for 2 hours, cooled to room temperature and solvent removed at reduced pressure. The residue was column chromatographed (silica gel, 0-10% (9:1 methanol/ammonia) in dichloromethane eluant) to give the title product (1.95 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07741329B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-c3b3af8c32ee40b2be92cc34eb3ac06c |
| 出典メモ | uspto-grants-2010_06 |