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Formic Acid → Tert-butyl N-[(Benzenesulfonyl)(2-bromo-4-cyanophenyl)methyl]carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Formic Acid | HCID 284 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| 反応物 | 3-Bromo-4-formylbenzonitrile | HCID 20510518 | — |
| 反応物 | Tert-butylcarbamate | HCID 21252905 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Tert-butyl N-[(Benzenesulfonyl)(2-bromo-4-cyanophenyl)methyl]carbamate | HCID 118691238 | — |
反応手順
3-Bromo-4-formyl-benzonitrile (20.5 g, 97.7 mmol), benzenesulfinic acid sodium salt (16.03 g, 97.6 mmol) and tert-butylcarbamate (11.4 g, 97.7 mmol) are suspended in water (312 mL) and THF (78 mL). Formic acid (28.8 g, 625 mmol) is added and the solution is stirred at room temperature for 6 days. Water (300 mL) is added and the precipitate is filtered off, washed with water and dried. The crude product is further purified by precipitation from tert-butylmethylether. Yield: 26.8 g; ESI mass spectrum: [M+Na]+=473 (bromine isotope pattern).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09440930B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-3e802816fb3946918173d636cb788fa2 |
| 出典メモ | uspto-grants-2016_09 |