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HRID 1596848作成日:2026年10月27日

4-Chloroanisole → 1,1'-Biphenyl, 4,4'-dimethoxy-

https://huagongshe.com/reaction/1596848

反応式

関与物質

役割名称HCID仕込み量
反応物4-ChloroanisoleHCID 12167—
反応物Cesium fluorideHCID 25953—
反応物(4-Methoxyphenyl)boronic acidHCID 201262—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒1,4-DioxaneHCID 31275—
生成物1,1'-Biphenyl, 4,4'-dimethoxy-HCID 1648499.4%

反応手順

The general procedure from Example 12 was followed using 4-chloroanisole (143 mg, 1.0 mmol) and 4-MeOC6H4B(OH)2 (228 mg, 1.5 mmol) with Pd2(dba)3 (13.3 mg, 0.0145 mmol) and (Me3C)2PH(O) from Experiment 2 (9.6 mg, 0.058 mmol) and CsF (456 mg, 3.0 mmol) in 3.0 mL of 1,4-dioxane. After 24 h, the reaction mixture was chromatographed with 5% ethyl acetate/hexane to give 213 mg (99% yield) of 4-(4-methoxyphenyl)anisole. It was >95% pure by 1H NMR and GC/MS. 1H NMR (500 MHz, CDCl3): δ 7.38 (d, J=8.68 Hz, 4H), 6.86 (d, J=8.68 Hz, 4H), 3.74 (s, 6H) ppm. 13C NMR (125 MHz, CDCl3): δ 158.7, 133.5, 127.7, 114.2, 55.3 ppm.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06291722B1
出典データセットuspto-grants-2001_09
ORD IDord-2b630913f8b54ba7ba443c0af3129416
出典メモuspto-grants-2001_09