関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Methyl-1-naphthaleneboronic acid | HCID 2773511 | — |
| 反応物 | 1-Boc-1-methylhydrazine | HCID 3748280 | — |
| 触媒 | Cupric acetate | HCID 8895 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 生成物 | N-methyl-N'-(4-methyl-naphthalen-1-yl)-hydrazinecarboxylic acid tert-butyl ester | HCID 57941313 | 9.2% |
反応手順
A mixture of N-methyl-hydrazinecarboxylic acid tert-butyl ester (Intermediate 1; 450 mg, 3.1 mmol), (4-methyl-1-naphthalene)boronic acid (Aldrich; 561 mg, 3.0 mmol), copper(II) acetate (559 mg, 3.1 mmol) and triethylamine (430 μL, 3.1 mmol) in 1,2-dichloroethane (4 mL) was heated in an oil bath at 50° C. for 3 h. The mixture was allowed to cool, and it was then adsorbed onto silica gel and purified by chromatography using an ISCO 40 g column, eluting with 5% ethyl acetate/hexanes, to give N-methyl-N′-(4-methyl-naphthalen-1-yl)-hydrazinecarboxylic acid tert-butyl ester (79 mg, 9%) as a yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07622492B2 |
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| 出典データセット | uspto-grants-2009_11 |
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| ORD ID | ord-fce03723d7f544398ecf0984c318f884 |
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| 出典メモ | uspto-grants-2009_11 |
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