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Water → 3-Benzoyloxy-4-chlorobenzyl bromide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Benzoyl Peroxide | HCID 7187 | — |
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | 3-Benzoyloxy-4-chlorotoluene | HCID 16749222 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Carbon Tetrachloride | HCID 5943 | — |
| 生成物 | 3-Benzoyloxy-4-chlorobenzyl bromide | HCID 16747840 | — |
反応手順
A mixture of benzoic acid 2-chloro-5-methyl-phenyl ester (CAB02124, 2.47 g, 10.0 mmol), N-bromo-succinimide (1.96 g, 11.0 mmol) and dibenzoyl peroxide (10 mg) in carbon tetrachloride (25 mL) was heated to reflux for 1 hour (TLC-control). After cooling to room temperature water (50 mL) and diethyl ether (100 mL) were added. The organic layer was separated, washed with brine (20 mL), dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by column chromatography (EtOAc:hexane, 1:40, Rf: 0.21). Yield: 2.012 g (62%) colourless oil, which solidified after a few hours (contains ca. 10% benzoic acid 5-dibromomethyl-2-chloro-phenyl ester).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745472B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-cf649b7a6cbf4902bba31782f4cdf429 |
| 出典メモ | uspto-grants-2010_06 |