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Aniline → 3-Phenylaminocyclopentanecarboxylic acid benzyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Aniline | HCID 6115 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | Benzyl 3-oxocyclopentanecarboxylate | HCID 14530748 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-Phenylaminocyclopentanecarboxylic acid benzyl ester | HCID 66726058 | — |
反応手順
The mixture of 3-oxocyclopentanecarboxylic acid benzyl ester (150 mg), aniline (75 mg), glacial acetic acid (200 μL), and sodium triacetoxyborohydride (230 mg) in DCM (20 mL) was stirred overnight. Upon the addition of aq. potassium carbonate (1M, 30 mL), the mixture was extracted with ethyl acetate (30 ml×2). Organic layers were combined, washed with brine, and concentrated. Flash chromatography on silica (50% ethyl acetate in hexane) gave the product as an oil: MS (m+1)=282.3.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08722896B2 |
| 出典データセット | uspto-grants-2014_05 |
| ORD ID | ord-6d987d025dfe45028fa0b3978dae20da |
| 出典メモ | uspto-grants-2014_05 |