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4-Nitroanthranilic acid → Methyl 4-nitroanthranilate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Nitroanthranilic acid | HCID 12076 | — |
| 反応物 | Trimethylsilyldiazomethane | HCID 167693 | — |
| 溶媒 | Benzene methanol | HCID 21927730 | — |
| 生成物 | Methyl 4-nitroanthranilate | HCID 596476 | 86.1% |
反応手順
To a solution of 4-nitro-anthranilic acid (2.200 g, 10.9 mmol, 1 eq) in benzene/methanol (4/1) (100 mL) was added TMSCHN2 (2M in hexanes) (12 mL, 24 mmol, 2.2 eq). The reaction was stirred at room temperature for 30 minutes and then concentrated in vacuo. The residue was purified by flash chromatography using ethyl acetate/hexanes (20/80) to afford 4-nitro-anthranilic acid methyl ester (1.841 g, 86%) as a bright yellow solid. 1H NMR (300 MHz, CDCl3); δ 8.00 (d, 1H), 7.50 (d, 1H), 7.40 (dd, 1H), 3.92 (s, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07420083B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-c4c7adf42b564347b9dd32ea4aedb73c |
| 出典メモ | uspto-grants-2008_09 |