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HRID 917539作成日:2026年10月25日

Hydrochloric Acid → 3-Bromo-5-chlorotoluene

https://huagongshe.com/reaction/917539

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物4-Bromo-2-chloro-6-methylanilineHCID 2769626—
反応物Phosphinic AcidHCID 4124402—
反応物Sodium NitriteHCID 23668193—
溶媒Acetic AcidHCID 176—
溶媒WaterHCID 962—
生成物3-Bromo-5-chlorotolueneHCID 1077463881.1%

反応条件

温度0 °C

反応手順

Step G1. To an ice-water-cooled and stirred solution of 2-amino-5-bromo-3-chlorotoluene (12 g, 54 mmol) in a mixture of 100 mL of acetic acid, 43 mL of H2O and 11.5 mL of concentrated HCl was added dropwise a solution of NaNO2 (4.48 g, 65 mmol) in 15 mL of H2O. The reaction mixture was stirred for 30 min and was then added to an 112 mL solution of 50% H3PO2 cooled at 0° C. After being stirred for 6 h at 0° C., the reaction mixture was allowed to stand at room temperature overnight. The solid was filtered and washed with water, then dried in vacuum. 3-Chloro-5-bromo-toluene (9 g, 81%) was obtained as brown solid. Crystals. 1H NMR (CDCl3): δ 2.31 (s, 3H), 7.10 (s, 1H), 7.21 (s, 1H), 7.31 (s, 1H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07273882B2
出典データセットuspto-grants-2007_09
ORD IDord-8b70b921f7cf4718b4ea13c1719f3c02
出典メモuspto-grants-2007_09