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Triethylamine → 2-(chloromethyl)-5,6,7,8-tetrahydroquinazolin-4(3H)-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Ethyl 2-oxocyclohexanecarboxylate | HCID 95543 | — |
| 反応物 | 2-Chloroacetamidine monohydrochloride | HCID 2776957 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 2-(chloromethyl)-5,6,7,8-tetrahydroquinazolin-4(3H)-one | HCID 135449002 | 13% |
反応手順
To a solution of ethyl 2-cyclohexanone-carboxylate (5.5 g, 32 mmol) in methanol was added chloroacetamidine hydrochloride (4.2 g, 32 mmol) and triethylamine (14 mL, 97 mmol). The mixture was stirred at ambient temperature for 60 h. It was then concentrated under reduced pressure and purified via flash column chromatography (ethyl acetate:hexane, 10:90 to 100:0) to provide product (0.82 g, 13% yield). 1H NMR (400 MHz, CD3OD) δ 4.40 (s, 2H), 2.61 (t, J=6.3 Hz, 2H), 2.45 (t, J=6.3 Hz, 2H), 1.68-1.87 (m, 4H). MS m/z 199.2 (M+1), retention time=0.94 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09181266B2 |
| 出典データセット | uspto-grants-2015_11 |
| ORD ID | ord-15e0a2eb507c40eba1e3825117b3276c |
| 出典メモ | uspto-grants-2015_11 |